Phenyl-substituted sulfonamides

ABSTRACT

Herbicidal sulfonamides are useful as general or selective herbicides, both pre-emergence and post-emergence.

RELATED APPLICATION

This application is a divisional of my copending application Ser. No.878,216, filed June 25, 1986, now U.S. Pat. No. 4,741,761; whichapplication is a divisional of my copending application Ser. No.709,340, filed Mar. 7, 1985, now U.S. Pat. No. 4,620,870; whichapplication is a divisional of my copending application Ser. No.533,341, filed Sept. 20, 1983, now U.S. Pat. No. 4,586,950; whichapplication is a continuation-in-part of my copending application Ser.No. 499,443, filed May 31, 1983, now abandoned, which is acontinuation-in-part of my copending application Ser. No. 437,632, filedOct. 29, 1982, now abandoned.

BACKGROUND OF THE INVENTION

This invention relates to 1,2-benzothiaxinesulfonamides,2,1-benzothiazinesulfonamides, 1,2-benzisothiazolesulfonamides,2,1-benzisothiazolesulfonamides, 1,2-benzoxathiinsulfonamides,2,1-benzoxathiinsulfonamides, 1,2-benzoxathiolesulfonamides,2,21-benzoxathiolesulfonamides, 2-quinolonesulfonamides,1-isoquinolonesulfonamides, 2-oxindolesulfonamides,1-oxisoindolesulfonamides, benzo[b]pyran-2-onesulfonamides,benzo[c]pyran-1-onesulfonamides, benzo[c]pyran-3-onesulfonamides,benzo[c]thiopyran-1-onesulfonamides, benzo[b]furan-2-onesulfonamides,benzo[c]furan-1-onesulfonamides, benzo[c]thiopen-1-onesulfonamides,1-tetralonesulfonamides, 2-tetralonesulfonamides,1-indanonesulfonamides, 2-indanonesulfonamides,benzo[b]furan-3-onesulfonamides, benzo[b]pyran-4-onesulfonamides,1,2-benzothiazepinesulfonamides, 2,1-benzothiazepinesulfonamides,2-benzoxepin-1[5H]-onesulfonamides, 1-benzoxepin-2[3H]-onesulfonamides,3-benzoxepin-2[1H]-onesulfonamides,2-benzothiepin-1[5H]-onesulfonamides, 2-benzazepine-1-onesulfonamides,1-benzazepine-2-onesulfonamides, 2,1-benzoxathiepinsulfonamides,1,2-benzoxathiepinsulfonamides, benzocyclohepten-5-onesulfonamides,benzocyclohepten-6-onesulfonamides and1-benzoxepin-5[4H]-onesulfonamides, which are useful as agriculturalchemicals and in particular as growth regulants or herbicides.

U.S. Pat. No. 4,127,405 teaches compounds which are useful forcontrolling weeds in wheat having the formula: ##STR1## wherein R₁ is##STR2## R₃ and R₆ are independently hydrogen, fluorine, chlorine,bromine, iodine, alkyl of 1-4 carbon atoms, alkoxy of 1-4 carbon atoms,nitro, trifluoromethyl, cyano, CH₃ S(O)_(n) --or CH₃ CH₂ S(O)_(n) --;

R₄ is hydrogen, fluorine, chlorine, bromine or methyl;

R₅ is hydrogen, fluorine, chlorine, bromine, methyl or methoxy;

R₇ is hydrogen, fluorine, chlorine, bromine, alkyl of 1-2 carbon atomsor alkoxy of 1-2 carbon atom;

R₈ is hydrogen, methyl, chlorine or bromine;

R₉ and R₁₀ are independently hydrogen, methyl, chlorine or broment;

W and Q are independently oxygen or sulfur;

n is 0, 1 or 2;

X is hydrogen, chlorine, bromine, methyl, ethyl, alkoxy of 1-3 carbonatoms, trifluoromethyl, Ch₃ S--or CH₃ OCH₂ --; and

Y is methyl or methoxy; or their agriculturally suitable salts; providedthat:

(a) when R₅ is other than hydrogen, at least one of R₃, R₄, R₆ and R₇ isother than hydrogen and at least two of R₃, R₄, R₆ and R₇ must behydrogen;

(b) when R₅ is hydrogen and all of R₃, R₄, R₆ and R₇ are other thanhydrogen, then all of R₃, R₄, R₆ and R₇ must be either chlorine ormethyl; and

(c) when R₃ and R₇ are both hydrogen, at least one of R₄, R₅ or R₆ mustbe hydrogen.

French Pat. No. 1,468,747 discloses the following para-substitutedphenylsulfonamides, useful as antidiabetic agents: ##STR3## wherein R=H,halogen, CF₃ or alkyl.

Logemann et al., Chem. Ab., 53, 18052g (1959), disclose a number ofsulfonamides, including uracil derivatives and those having the formula:##STR4## wherein R is butyl, phenyl or ##STR5## and R₁ is hydrogen ormethyl.

When tested for hypoglycemic effect in rats (oral 35 doses of 25 mg/100g), the compounds in which R is butyl and phenyl were most potent. Theothers were of low potency or inactive.

Wojciechowski, J. Acta. Polon. Pharm. 19, p. 121-5 (1962) [Chem. Ab., 591633 e] describes the synthesis ofN-[(2,6-dimethoxypyrimidin-4-yl)aminocarbonyl]-4-methylbenzenesulfonamide:##STR6## Based upon similarity to a known compound, the author predictedhypoglycemic activity for the foregoing compound.

Netherlands Pat. No. 121,788, published Sept. 15, 1966, teaches thepreparation of compounds of Formula (i), and their use as general ofselective herbicides, ##STR7## wherein R₁ and R₂ may independently bealkyl of 1-4 carbon atoms; and

R₃ and R₄ may independently be hydrogen, chlorine or alkyl of 1-4 carbonatoms.

Compounds of Formula (ii), and their use as antidiabetic agents, arereported in J. Drug. Res. 6, 123 (1974), ##STR8## wherein R is pyridyl.

The presence of undesired vegetation causes substantial damage to usefulcrops, especially agricultural products that satisfy man's basic foodneeds, such as soybeans, barley, wheat, and the like. The currentpopulation explosion and concomitant world food shortage demandimprovements in the efficiency of producing these crops. Prevention orminimizing the loss of a portion of valuable crops by killing, orinhibiting the growth of undesired vegetation is one way of improvingthis efficiency.

A wide variety of materials useful for filling, or inhibiting(controlling) the growth of undesired vegetation is available; suchmaterials are commonly referred to as herbicides. The need exists,however, for still more effective herbicides that destroy or retardweeds without causing significant damage to useful crops.

SUMMARY OF THE INVENTION

this invention relates to novel compounds of Formula I, agriculturallysuitable compositions containing them, and their method-of-use aspre-emergent or post-emergent herbicides or plant growth regulants.##STR9## wherein J is ##STR10## n is 0, 1 or 2; W is O or S;

w₁ is O or S;

R is H or CH₃ ;

R₁ is H, F, Cl, Br, CH₃, OCH₃, CF₃, SCH₃ or OCF₂ H;

R₂ is H or C₁ -C₄ alkyl;

R₃ and R₄ are independently H, C₁ -C₄ alkyl, Cl or Br;

R₅ is H or CH₃ ;

R₆ is H or CH₃ ;

R₇ is H or CH₃ ;

A is ##STR11## X is CH₃, OCH₃, OCH₂ CH₃, Cl, F, Br, OCF₂ H, CH₂ F or CF₃;

Y is H, CH₃, OCH₃, OC₂ H₅, CH₂ OCH₃, NH₂, NHCH₃, N(CH₃)₂, C₂ H₅, CF₃,SCH₃, OCH₂ CH═CH₂, OCH₂ c.tbd.CH, OCH₂ CF₃, CN, N₃, OCH₂ CH₂ OCH₃, CH₂SCH₃, CR₆ (QCH₃)₂, ##STR12## CR₆ (QCH₂ CH₃)₂ or QCF₂ T where Q is O or Sand T is H, CHClF, CHBrF or CHFCF₃ ;

Z is CH, N, CCH₃, CC₂ H₅, CCl or CBr;

Y₁ is O or CH₂ ;

X₁ is CH₃, OCH₃, OC₂ H₅ or OCF₂ H;

X₂ is CH₃, c₂ H₅ or CH₂ CF₃ ;

Y₂ is OCH₃, OC₂ H₅, SCH₃, SC₂ H₅, CH₃ or CH₂ CH₃ ;

X₃ is CH₃ or OCH₃ ;

provided that

(a) when W is S, then R is H,

a is ##STR13## Z is CH or N, and Y is CH₃, OCH₃, OC₂ H₅, CH₂ OCH₃, C₂H₅, CF₃, SCH₃, OCH₂ CH═CH₂, OCH₂ c.tbd.CH, OCH₂ CF₃, OCH₂ CH₂ OCH₃,CH(OCH₃)₂ or ##STR14## (b) the totalnumber of carbon atoms in R₃ and R₄is less than or equal to 4;

(c) when X is Cl, F or Br, then Z is CH and Y is OCH₃, OC₂ H₅, NH₂,NHCH₃, N(CH₃)₂ or OCF₂ H;

(d) when R₅ is CH₃, then n is 0;

(e) when J is J₂₄, then R₄ and R₅ are not both H and R₄ is not Cl or Br;

and their agriculturally suitable salts.

Preferred for reasons of their higher herbicidal activity, greater plantgrowth regulant activity or more favorable ease of synthesis are:

(1) Compounds of Formula I where W is O, R₂ is H or C₁ -C₃ alkyl, R₃ andR₄ are independently H or C₁ -C₃ alkyl and R₁ is bonded to the ortho ormeta position of the ring relative to the sulfonylurea moiety.

(2) Compounds of Preferred 1 where R₁ is H, F, Cl, Br, CH₃, OCH₃, CF₃ orSCH₃ ; Y is CH₃, OCH₃, OC₂ H₅, CH₂ OCH₃, NH₂, NHCH₃, N(CH₃)₂, C₂ H₅,CF₃, SCH₃, OCH₂ CH═CH₂, OCH₂ C.tbd.CH, OCH₂ CF₃, OCH₂ CH₂ OCH₃, CR₆(OCH₃)₂, ##STR15## CR₆ (OCH₂ CH₃)₂ or OCF₂ H; and Z is CH or N.

(3) Compounds of Preferred 2 where R₁ is H, R₅ is H, A is ##STR16## X isCH₃, OCH₃, Cl, Br, CH₂ F or OCF₂ H; and Y is CH₃, OCH₃, OC₂ H₅, CH₂OCH₃, CF₃, OCH₂ CF₃, CH(OCH₃)₂, ##STR17## CH(OCH₂ CH₃)₂ or OCF₂ H.

(4) Compounds of Preferred 3 where R is H, Y is CH₃ or OCH₃ and X isCH₃, OCH₃, Cl or Br.

(5) Compounds of Preferred 4 where J is J₁.

(6) Compounds of Preferred 4 where J is J₂.

(7) Compounds of Preferred 4 where J is J₃.

(8) Compounds of Preferred 4 where J is J₄.

(9) Compounds of Preferred 4 where J is J₅.

(10) Compounds of Preferred 4 where J is J₆.

(11) Compounds of Preferred 4 where J is J₇.

(12) Compounds of Preferred 4 where J is J₈.

(13) Compounds of Preferred 4 where J is J₉.

(14) Compounds of Preferred 4 where J is J₁₀.

(15) Compounds of Preferred 4 where J is J₁₁.

(16) Compounds of Preferred 4 where J is J₁₂.

(17) Compounds of Preferred 4 where J is J₁₃.

(18) Compounds of Preferred 4 where J is J₁₄.

(19) Compounds of Preferred 4 where J is J₁₅.

(20) Compounds of Preferred 4 where J is J₁₆.

(21) Compounds of Preferred 4 where J is J₁₇.

(22) Compounds of Preferred 4 where J is J₁₈.

(23) Compounds of Preferred 4 where J is J₁₉.

(24) Compounds of Preferred 4 where J is J₂₀.

(25) Compounds of Preferred 4 where J is J₂₁.

(26) Compounds of Preferred 4 where J is J₂₂.

(27) Compounds of Preferred 4 where J is J₂₃.

(28) Compounds of Preferred 4 where J is J₂₄.

(29) Compounds of Preferred 4 where J is J₂₅.

(30) Compounds of Preferred 4 where J is J₂₆.

Specifically preferred for reasons of their highest herbicidal activity,greatest plant growth regulant activity and/or most favorable ease ofsynthesis are:

N-[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-2-methyl-1,2-benzisothiaxole-7-sulfonamide, 1,1-dioxide, m.p. 218-221° C.;

N-[(4-methoxy-6-methyl-1,2,5-triazin-2-yl)aminocarbonyl]-2,3-dihydro-2-methyl-1,2-benzisothiazole-7-sulfonamide, 1,1-dioxide, m.p.210-212° C.;

N-[(4-methoxymethyl-6-methylpyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-2-methyl-1,2-benzisothiaxole-7-sulfonamide, 1,1-dioxide, m.p.169-171° C.;

N-[(4-chloro-6-methoxypyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-2-methyl-1,2-benzisothiazole-7-sulfonamide, 1,1-dioxide, m.p.206-208° C.;

N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-2-(1-methylethyl)-1,2-benzisothiaxole-7-sulfonamide,1,1-dioxide, m.p. 234-236° C.;

N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2,3-dihydro-2-(1-methylethyl)-1,2-benzisothiazole-7-sulfonamide,1,1-dioxide, m.p. 186-188° C.;

N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-2-propyl-1,2-benzisothiaxole-7-sulfonamide, 1,1-dioxide, m.p.197-199° C.;

N-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocarbonyl]-2,3-dihydro-2ethyl-1,2-benzisothiaxole-7-sulfonamide, 1,1-dioxide, m.p.169-171° C.;

N-[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-2,3-dihydro-2-methyl-2H-1,2-benzisothiazole-8-sulfonamide, 1,1-dioxide,m.p. 258-266° C.;

N-[(4,6-dimethoxypyrimidin-2yl)aminocarbonyl]-1,3-dihydro-3-oxoisobenzofuran-4-sulfonamide,m.p. 218-220° C.;

N-[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-1,3-dihydro-2-methyl-1-oxo-1H-isoindole-7-sulfonamide, m.p. 215-217° C.;and

N-[(4-bromo-6-methoxypyrimidin-2-yl)aminocarbonyl]-2,3-dihydro-2-methyl-1,2-benzisothiaxole-7-sulfonamide, 1,1-dioxide, m.p.219-221° C.

DETAILED DESCRIPTION OF THE INVENTION Synthesis

the compounds of Formula I can be prepared by one or more of the methodsdescribed below in Equations 1, 2, 3 and 4.

As shown in Equation 1, compounds of Formula I whee J is other than J₆,J₁₂, J₂₂ and J₂₃, can be prepared by reacting a sulfonylisocyanate (W=0)or a sulfonylisothiocyanate (W=S) of Formula II with an appropriateheterocyclic amine of Formula III. R, A and W are as previously defined.##STR18##

the reaction is carried out at 25° to 100° C. in an inert, aproticsolvent such as methylene chloride or xylene for 0.5 to 24 hours astaught in U.s. Pat. No. 4,127,405.

Compounds of Formula I, where W is S and R is H, (Ia) can be prepared byreacting the appropriate sulfonamide of Formula IV with a heterocyclicisothiocyanate of Formula V, as shown in Equation 2. ##STR19##

The reaction is carried out at 25° to 80° C. in an inert, aproticsolvent such as acetone or acetonitrile in the presence of a base suchas potassium carbonate for 0.5 to 24 hours. The requiredheterocyclicisothiocyanates V are prepared from the corresponding aminesIII as taught in EPO Publication 35893.

Compounds of Formula I, where W is O (Ib) and J is other than J₄, J₅,J₁₀, J₁₁, J₁₆, J₁₇, J₂₁, J₂₄ and J₂₅, can be prepared by reacting thesulfonamides of Formula IV with an appropriate methylcarbamate ofFormula VI in the presence of an equimolar amount of trimethylaluminum,as shown in Equation 3. ##STR20##

The reaction is carried out at 25° to 40° C. in a solvent such asmethylene chloride for 10 to 96 hours under an inert atmosphere astaughtin EPO No. 84,244 (7/27/84). The required carbamates VI are preparedbyreacting the corresponding amines III with dimethylcarbonate or methylchloroformate in the presence of a strong base.

Alternatively, compounds of Formula Ib, can be prepared by reacting asulfonylcarbamate of Formula VII with an appropriate amine of FormulaIII,as shown in Equation 4. ##STR21##

The reaction is carried out at 50° to 100° C. in a solvent such asdioxane for 0.5 to 24 hours as taught in EPO publication No. 44807. Therequired carbamates VII are prepared by reacting the correspondingsulbonamides IV with diphenylcarbonate in the presence of a strong base.

The intermediate sulfonylisocyanates (W=O) and sulfonylisothiocyanates(W=S) of Formula II from Equation 1 can be prepared as shown inEquations 5, 6 and 7.

As shown in Equation 5, sulfonylisocyanates of Formula IIa where J isotherthan J₆, J₁₂, J₂₂ and J₂₃ can be prepared by the reaction ofsulfonamides of Formula IV with phosgene, in the presence ofn-butylisocyanate and a tertiary amine catalyst, at reflux in a solventsuch as xylene by the method of U.S. Pat. No. 4,238,621. ##STR22##

The sulfonylisocyanates can also be prepared from the sulfonamides by atwostep procedure involving (a) reacting the sulfonamides withn-butylisocyanate in the presence of a base such as K₂ CO₃ at reflux inan inert solvent such as 2-butanone forming a n-butylsuflonylurea; and(b) reacting this compound with phosgene and a tertiary amine catalystat reflux in xylene solvent. The method is similarto a procedure taughtby Ulrich and Sayigh, Newer Methods of Preparative Organic Chemistry,Vol. VI, p. 223-241, Academic Press, New York and London, W. Foerst Ed.

Alternatively, as shown in Equation 6, the sulfonylisocyanates ofFormula IIa can be prepared by reacting the corresponding sulfonylchlorides VIII with cyanic acid salts. ##STR23##

The reaction is carried out at 25° to 100° C. in an enert aproticsolvent such as acetonitrile for 0.5-24 hours in the presence ofphosphorus pentoxide and an alkali metal salt such as lithium iodideaccording to the teachings of Japanese Patent No. 76/26,816 ((Chem.Abst.,85:77892e (1976)).

The sulfonylisothiocyanates of Formula IIb where J is other than J₆,J₁₂, J₂₂ and J₂₃ can be prepared, as shown in Equation 7, by contactingthe sulfonamides of Formula IV with carbon disulfide in the presence oftwo equivalents of a strong base. The resulting salt is then reactedwith phosgene according to the teachings of K. Hartke, Arch. Pharm.,299, 174 (1966). ##STR24##

The sulfonamides of Formula IV of Equations 2, 3, 4, 5 and 7 areimportant intermediates for the preparation of the compounds of thisinvention. The syntheses of the required sulfonamide intermediates aredescribed in Equations 8 and 9.

As shown in Equation 8, sulfonamides of Formula IV can be prepared fromthecorresponding sulfonyl chlorides of Formula VIII by contacting witheither anhydrous or aqueous ammonia. ##STR25##

The preparation of sulfonamides from sulfonyl chlorides is widelyreported in the literature, for reviews see: F. Hawking and J. S.Lawrence, "The Sulfonamides," H. K. Lewis and Co., London, 1950 and E.H. Northey, "The Sulfonamides and Allied Compounds," Reinhold PublishingCorp., New York, 1948.

The unsaturated sulfonamides of Formula IVa can also be prepared fromthe corresponding saturated sulfonamides of Formula IVb by the two stepprocedure shown in Equation 9. G₁ --G₂ is SO₂ --NR₂, SO₂ --O, CO--NR₂,CO--O, CO--S, NR₂ --SO₂, O--SO₂, NR₂ --CO and O--CO, R₁ and R₂ are aspreviously defined. ##STR26##

The first step involves benzylic bromination by N-bromosuccinimide togive a monobromide which is subsequently dehydrobrominated in a secondstep by reaction with a suitable base such as triethyl amine orpotassium-t-butoxide in an inert solvent such as THF. This method hasbeenused to prepare isocoumarins from 3,4-dihydroisocoumarins, see R.Barry, Chem. Rev., 64, 229 (1964). In cases where R₁ is a methylfunction, competitive bromination at this site may occur resulting in amixture. Thedesired bromide may be separated at this stage, or aftertreatment with thebase, by standard methods. A similar method may beused to prepare sulfonamides where J is J=hd 23 from sulfonamides whereJ is J=hd 22 (n=1).

The sulfonyl chlorides of Formula VIII of Equation 6 and 8 can beprepared from the corresponding amines IX by the method shown inEquation 10. ##STR27##

The reaction involves diazotization of the amine IX with sodium nitritein HCl, followed by reaction of the diaxonium salt with sulfur dioxideand cupric chloride in acetic acid analogous to the teachings of Yaleand Sowinski, J. Org. Chem., 25, 1924 (1960).

Alternatively, sulfonyl chlorides of Formula VIII can be prepared by amodification of the above procedure whereby the diazotization reactionis carried out in dilute sulfuric acid and the resulting diazonium saltis reacted with sulfur dioxide, HCl and cupric chloride in a cosolventmixture consisting of acetic acid-water (1:1) and in immiscible, inertsolvent such as 1-chlorobutane or methylene chloride at 0°-40° C. for 1to 24 hours.

Some of the sulfonyl chlorides of Formula VIII may best be prepared bydirect chlorosulfonation depending on the substitution pattern on theringand the nature of the substituent as will be known to one skilled inthe art.

The sulfonyl chlorides of Formula VIIIa can also be prepared from thechloro compounds X by the two step sequence shown in Equation 11. R₁,R₂and n are as previously defined, except that R₁ is not halogenwhen it ispara to the sulfonyl group or SCH₃. R' is C₁ -C₄ alkyl or benzyl.##STR28##

The first step involves nucleophilic displacement of the chlorine atomwithan alkyl or benzyl mercaptide to give an intermediate sulfide. Thereactioncan be carried out at 25° to 80° C. in a polar solvent such asDMF for 0.5-24 hours. The sulfide is then oxidatively chlorinated to thedesired sulfonyl chloride VIIIa by the addition of molecular chlorine ora chlorine equivalent to the sulfide in the presence of water at 15° to80° C. in an aliphatic carboxylic acid solvent such as acetic acid or aninert organic solvent such as dichloroethane for 1 to24 hours.

Many of the chloro compounds of Formula X in Equation 11, where n=0, canbeprepared by the reaction sequence shown in Equation 12. When R₁ ispara to the sulfonyl group, then it is H, OCH₃ or CF₃. when R₁ is metato the sulfonyl group, then it is F, Cl, Ch₃, OCH₃ or CF₃. R₂ and R₅ areas previously defined. ##STR29##

The sequence begins by contacting an appropriately substitutedN-t-butylbenzenesulfonamide XIa with two equivalents of butyl lithium at0° to 25° C. in an inert solvent such as THF for 2 to 10 hours to give adianion according to the teachings of J. Lombardino, J. Org. Chem., 36,1843 (1971). The dianion can then be trapped with an esteror, when R₅ isH, with dimethylformamide at -78° to 25° C. to produce, upon aqueousacid workup, the hemiaminal XII. The hemiaminal XII can bede-t-butylated and dehydrated by a catalytic amount of acid such asp-toluenesulfonic acid in a solvent such as benzene or toluene atreflux. The resulting benzisothiazole XIII can be reduced with a reagentsuch as sodium borohydride in a suitable solvent such as ethanoltoproduce a 2,3-dihydrobenzisothiazole which is N-aklylated to give Xa byStandard methods known to one skilled in the art.

Many of the chloro compounds of Formula X in Equation 11, where n=1, canbeprepared by the reaction sequence shown in Equation 13. R₁ and R₂areas defined for Equation 12. ##STR30##

As in Equation 12, the N-substituted-benzenesulfonamides XI is contactedwith 2 equivalents of butyl lithium to form a dianion, which is nowtrapped with ethylene oxide to produce alcohol XIV. The alcohol can bemesylated by treatment of XIV with mesyl chloride in the presence of anequivalent of a tertiary amine at 0° to 25° C. for 1 to 24 hours in asolvent such as methylene chloride. The resulting mesylate is cyclizedby heating with a base such as potassium carbonate in a solvent such asDMF to produce the desired compounds Xb.

Many of the sulfonyl chlorides of Formula VIIIb can also be preparedfrom the thioether compounds A as shown in Equation 13a. R₁ is not Br,SCH₂ or OCF₂ H. R₄ and R₅ are as previously defined. ##STR31##

As in Equation 13a, the N-methyl carboxamide A is contacted with 2equivalents of butyl lithium to form a dianion, which is trapped with 2equivalents of the appropriate epoxide to produce B. Hydrolysis of theamide to its corresponding carboxylic acid followed by acid catalyzedcyclization gives the lactone C. Oxidative chlorination of C asdescribed previously in Equation 11 produces the desired sulfonylchloride VIIIb.

The amines of Formula IX in Equation 10, can be prepared by reduction ofthe corresponding nitro compounds of Formula XV, as shown in Equation14. ##STR32##

The reduction of nitro compounds to amines can be carried out by any ofseveral known methods as described in Preparative Organic Chemistry, 4Ed., p. 557-563, John Wiley and Sons, New York and London, G. HilgetagandA. Martini Ed.

The nitro compounds of Formula XV in Equation 14 can be prepared by theprocedures outlined in Equations 15 to 41.

As shown in Equation 15, nitro compounds of Formula XV, where J is J₁(XVa) can be prepared starting from the appropriately substitutednitrobenzenes of Formula XVI. R' is H or CH₂ Cl, R₁, R₂, R₅ and n are aspreviously defined. ##STR33##

The nitrobenzenes XVI are first reduced to their corresponding aminesand nitrated by standard methods to produce, in part, compounds ofFormula XVII. In some instances, it may be desirable to first protectthe amino group as its acetate prior to nitration as is known to oneskilled in the art. The desired nitro compound XVII can be isolated byeither fractional crystallization or chromatographic procedures andconverted to sulfonyl chlorides XVIII by the method previously discussedin Equation 10. The intermediate sulfonyl chlorides XVIII can beconverted into their corresponding sulfonamides by reaction with anappropriate amine (see Equation 8 for references) and subsequentlycyclized a) when R' is CH₂ Cl, to the nitro-1, 2-benzothiazines XVa,where n is 1, by heating in the presence of a base such as potassiumcarbonate or b) when R' is H, by contacting the sulfonamide with NBS ina solvent such as carbon tetrachloride to give sulfonamides where R' isBr, followed by contacting this product with a base to give the nitrobenzisothiaxoles XVawhere n is 0. (Note discussion of Equation 9 for NBSbrominations when R₁ is methyl.)

the procedure of Equation 15 is similar to the method taught by E.Sianesi et al., Chem. Ber., 104, 1880 (1971) for the preparation ofsubstituted 1,2-benzothiazine-1, 1-dioxides. The starting nitrobenzenesXVI can be prepared by standard methods known to one skilled int he art.

Alternatively, as shown in Equation 16, the nitro compounds of FormulaXVa where n is 1 can be prepared, in part, by contacting the nitroacetamides XIX with fuming sulfuric acid according to the method taughtby H. Zenno and T. Mizutani, Japanese Patent No. 44/32,404 (1969) (Chem.Abst.: 72:79122 (1970)) for the preparation of7-nitro-1,2-benzothiazine-1,1-dioxide. The resulting benzothiazines canbeisolated and subsequently alkylated by standard methods known to oneskilled in the art. ##STR34##

The nitro compounds of Formula XVa where n is 0 can also be preparedfrom the corresponding 1,2-benzisothiazoles XX as shown in Equation 17.R₁, R₂ and R₅ are as previously defined. ##STR35##

Nitration of XX gives, inpart, the 7-nitro derivative which is isolatedby standard methods. The derivative is converted to its 1,1-dioxide bytreatment with hydrogen peroxide. Reduction of the carbon-nitrogendouble bond with NaBH₄ followed by alkylation of the resultingsulfonamide gives compounds SVa where n is 0. The above reactions arecharacteristic of 1,2-benzisothiazoles XX. For reviews of theirsysthesis and reactions, see L. L. Bambas, "The Chemistry ofHeterocyclic Compounds," Vol. 4, part III, 1952, p. 223-378, and M.Davis, Adv. Heterocyclic Chem., Vol. 14 (1972) p. 43-98.1,2-Benzothiaxines are also well known in the literature,for a review oftheir chemistry and alternate methods of their preparation see J. G.Lombardino, D. E. Kuhla, Adv. Heterocyclic Chem., Vol. 28 (1981)p.73-126.

As shown in Equation 18, nitro compounds of Formula XVb where J=J₂ canbeprepared from the appropriately substituted nitro sulfonyl chloridesXVIII. R' is H or CH₂ Cl, R₁, R₅ and n are as previously defined.##STR36##

The nitro sulfonyl chlorides XVIII, previously described inEquation 15,canbe (a) cyclized to the nitro benzoxathiins XVb (N=1) by heating inwater at50° to 100° C. for 0.1 to 1 hour when R' is CH₂ Cl or (b)cyclized to the nitro benzoxathioles XVb (n=0) by brominating with NBSorbromine (see discussion of Equation 9 for brominations when R₁ ismethyl) followed by heating in water as described above. This is similarto the method taught by Clemo and Turnbull, J. Chem. Soc., 124 (1947)for the preparation of substituted 22,1-benzoxathiins.

2,1-Benzoxathiins and 2,1-benzoxathioles are well known in theliterature, for a review of their synthesis and reactions see Chemistryof Heterocyclic Compounts, Vol. 21, John Wiley and Sons, New York, 1966,part2 and part 1, respectively.

As shown in Equation 19, nitro compounds of Formula XV where J=J₄ (XVd)can be prepared from the appropriately substituted amines XVII. R' is Hor Ch₂ Cl, R₁, R₅ and n are as previously defined. ##STR37##

the nitro amines XVII, previously described in Equation 15, can beconverted into the corresponding cyano compounds XXI by the "SandmeyerReaction" (T. Sandmeyer, Chem. Bar., 17, 1633, 2650 (1884)). The cyanofunction is hydrolyzed to a carboxylic acid by methods known to oneskilled in the art, and the carboxylic acids or their correspondingesterscan be (a) cyclized to the nitro isocoumarins XVd (n=1) by heatingin the presence of base when R' is CH₂ Cl, or (b) cyclized to the nitrophthalides XVd (n=0) when R' is H by first brominating with NBS orbromine(note discussion of Equation 9 for brominations when R₁ ismethyl) followed by heating in a solvent such as aqueous dioxane. Thelatter method is that taught by J. A. Houbion et al., Org. Prep. andProcedures Int., 11, 27 (1979) for the preparation of 7-nitrophthalide(XVd, n=0, R₁ =H).

the procedure of Equation 19 is similar to the method of P. Banejce andD. Chaudhury, J. Org. Chem., 26, 4344 (1961) for the preparation ofsubstituted isocoumarins; similar methods can be utilized for thepreparation of isocoumarins of the J₂₄ type. Isocoumarins are well knownin the literature, for a review of their synthesis and reactions seeR.Barry, Chem. Rev., 64, 229-260 (1964).

the nitro compounds of Formula XVd, where n=0 can also be prepared byreduction of the corresponding 3-nitrophthalic anhydrides with eithersodium borohydride or lithium aluminum hydride in tetrahydrofuran astaught by M. Kayser and P. Morand, Can. J. Chem., 48, 2484 (1980) forthe preparation of 7-nitrophthalide (XVd; n=0, R₁ =H). Phthalides andphthalic anhydrides are well iknown in the art, for a review of theirsysthesis and reactions see, S. Wawzonek, Heterocyclic Compounds, Vol.2, John Wiley and Sons, Inc., New York, 1951.

As shown in Equation 20, nitro compounds of Formula XV where J is J₅(XVe) can be prepared from the appropriately substituted cyano compoundsXXI. R' is H or CH₂ Cl, R₁, R₅ and n are as previously defined.##STR38##

The nitrobenzonitriles XXI, previously described in Equation 15, can beconverted into mercaptans XXII by reacting compounds XXI where R' is BrorCh₂ Cl with an alkali metal salt of hydrogen sulfide in a polarsolvent such as ethanol or DMF according to the teachings of S. Gabrieland E. Leupold, Chem. Ber., 31, 2646 (1898). The cyano mercaptans arecyclized to the thiol ethers by heating in aqueous acid as taught by M.Renson and R. Collienne, Bull. Soc. Chem. Belges, 73, 491 (1964) for thepreparation of 2-thiophthalide.

Alternatively, as shown in Equation 21, the nitro compounds of FormulaXVe can be prepared from the lactones of Formula XVd by reaction withpotassium t-butyl mercaptide ina solvent such as DMF at 0° to 100° C.for 0.5 to 24 hours to give the carboxylic acids XXIII, which are thenheated in the presence of a catalytic amount of an acid such asp-toluenesulfonic acid in a solvent such as xylene at 100° to 140° C.for 2 to 24 hours. ##STR39##

2-Thiophthalides are widely reported in the literature, for a review oftheir synthesis and reactions see, B. Iddon, Adv. Heterocyclic. Chem.,Vol. 14 (1972) pp. 368-381.

As shown in Equation 22, nitro compounds of Formula XV, where J is J₃(XVc) can be prepared from the appropriately substituted benzonitrilesXXI. R' is H or CH₂ Cl, R₁, R₂, R₅ and n are as previously defined.##STR40##

The benzonitriles XXI, previously described in Equation 19, arehydrolyzed to carboxylic acids, converted to their corresponding acidchlorides by contacting with a reagent such as thionyl chloride andsubsequently reacted with the appropriate amine, by standard methods, togive the amides XXIV. The intermediate amides XXIV can be cyclized tothe nitro compounds XVc by the procedures previously described nEquation 15 for converting sulfonamides of XVIII into nitro compoundsXVa.

Alternatively, the nitro compounds of Formula XVc can be prepared fromthe nitro compounds of Formula XVd as shown in Equation 23. R₁, R₂, R₅and n are as previously defined. ##STR41##

The reactions of phthalides with amines to produce phthalimidines aswell known, see C. Hollins, The Synthesis of Nitrogen Ring Compounds,ernest Benn Limited, London, 1924. In these reactions, heating thephthalides (XVd, n=0) with an amine produces the phthalimidines (XVc,n=0) directly, the intermediate alcohols XXV (n=0) are not isolated.With the 3,4-dihydrocoumarins (XVd, n=1) the intermediate amide alcoholsXXV (n=1) are formed (see P. Maitte, Colloq. Intern. Centre Natl. Rech.Sci. (Paris), 64, 197 (1955), Chem. Abst., 55:10426 (1961)) and can beconverted to the dihydroisoquinolines XVc (n=1) by first conversion tothecorresponding mesylate followed by heating with a base as describedabove in Equation 13 for the preparation of compounds Xb from thesulfonamide alcohols XIV. For a comprehensive review of the synthesisand reactions ofdihydroisoquinolones see N. J. McCorkindale, TheChemistry of Heterocyclic Compounds, Vol. 38, part III, John Wiley andSons, New York, in press.

As shown in Equation 24, nitro compounds of Formula XV, where J is J₆(XVf) can be prepared, in part, by cyclization of the appropriatearylproprionic (n=0) or arylbutyric (n=1) acids XXVI. R₁, R₃, R₄, R₅ andn are as previously defined. ##STR42##

The reaction is carried out by heating the acid with a suitablecondensing agent such as polyphosphoric acid, hydrofluoric acid,sulfuric acid or stannic chloride or the acid may be converted to itschloride and heated with a typical Friedel-Crafts reagent such asaluminum chloride or stannicchloride. For a comprehensive review of thisand related reactions, see "Friedel-Crafts and Related Reactions", Vols.1-4, Interscience, New York and London, G. A. Olah, Ed. This procedurehas been used to prepare a number of substituted -7-nitro-1-indanones(XVf, n=0), see: H. Jones and T. Y. Shen, German Patent No. 2,337,120(1974) and Y. Takahi and Y. Yura, Japanes Patent 78/12,421 (1978) Chem.Abst., 89:101857c.

alternatively, the nitro compounds of Formula XVf can be prepared bybenzylic oxidation of the corresponding nitroindanes or nitrotetralinesastaught by D. Biggs, et al., J. Med. Chem., 19, 472 (1976) for thepreparation of 8-nitrotetralone (XVf, n=1, R₁, R₃, R₄ and R₅ =H).Nitroindanes and nitrotetralines are well known in the literature andcan be prepared by methods known to one skilled in the art.

Additionally, ketones of Formula XVf where R₃ and/or R₄ are otherthanhydrogen can be prepared from ketones XVF where R₃ and/or R₄are hydrogenby standard ketone alkylation and halogenation methods. For a review,see: H. House, Modern Synthetic Reactions, 2nd Edition, W. A. Benjamin,Inc., Menlo Park, California, 1972, p. 542-570 and 459-478,respectively.

As shown in Equation 25, nitro compounds of Formula XV where J is J₇(XVg) can be prepared from the appropriately substituted nitrobenzenesXVI. R' is Br or CH₂ Br, R₁, R₂, R₅ and n are as previously defined.##STR43##

The nitrobenzenes XVI, previously described in Equation 15hare heatedwith thiourea in a suitable solvent such as ethanol to give thiouroniumsalts which are oxidatively chlorinated in aqueous acetic acid to givethe sulfonyl chlorides XXVII (see also discussion of Equation 11). thesulfonyl chlorides XXVII are dissolved in 10% aqueous sodium hydroxidesolution and the nitro groups are catalytically hydrogenated to giveintermediate amino sulfonate salts. The salts are cyclized withphosphorous pentachloride and acetyl chloride to give the sultams XXVIIIaccording to the teachings of B. Loev and M. F. Kormendy, J. Org. Chem.,30, 3163 (1965) for the preparation of3,4-dihydro-2,10-benzothiazine-2,2-dioxide (XXVIII, N=1, R₁, R₅ =H).

Alternatively, the sulfonyl chlorides XXVII can be converted to theircorresponding sulfonamides by the methods discussed in Equation 8.Reduction of the nitro group according to procedures of Equation 14gives the corresponding amino sulfonamides which are cyclized to sultamsXXVIII by heating, in the presence of HCl, according to the teachings ofE. Sianesi, et al., Chem. Ber., 104, 1880 (1971) for the preparation of3,4-dihydro-2,1-benzothiazine-2,2-dioxide (XXVIII, n=1, R₁, R₅ =H).

The sultams XXVIII can be nitrated, in part, ortho to the ring nitrogenby standard methods known to one skilled in the art. Isolation by eitherfractional crystallization or chromatographic methods followed byalkylation of the ring nitrogen under standard conditions gives thenitrosultams XVg as taught by E. Sianesi loc. cit. for the preparationof 1-methyl-8-nitro-3,4-dihydro-2,1-benzothiazine-2,2-dioxide (XVg, n=1,R₁, R₅ =H, R₂ =CH₃).

The sultams of Formula XXVIII of Equation 25 where n=1, can also beprepared from anilines XXIX as shown in Equation 26. R₁ is as previouslydefined. ##STR44##

The substituted anilines XXIX are reacted with methylchlorosulfonylacetatein the presence of an acid scavenger to give methylsulfamoyl acetate intermediates which are hydrolized with dilute sodiumhydroxide solution to the corresponding carboxylic acids XXX. Thecarboxylic acids XXX can becyclized (note discussion of Equation 24) byheating with polyphosphoric acid to give the 4-benzothiazinones XXXI astaught by B. Loev et al., J. Org. Chem., 31,3531 (1966) for thepreparation of 4-keto-3,4-dihydro-2,1-benzothiazine-2, 2-dioxide (XXXI,R₁ =H). WhenR₁ is meta to nitrogen, cyclization may produce an isomericmixture. The desired compounds XXXI can be isolated by either fractionalcrystallization or chromatographic methods known to one skilled in theart. The benzothiazines XXVIII (N=1) are prepared by reducing thetosylhydrazone derivative of ketones XXX*I with catecholborane in asolvent such as chloroform for 2 to 24 hours at ambient temperaturesaccording to the teachings of G. Kabalka and J. Chandler, SyntheticComm.,9, 275 (1979).

The synthesis and chemistry of 2,1-benzothiazines has been reviewed, seeJ.G. Lombardino and D. E. Kuhla, Adv. Heterocyclic Chem., Vol. 28 (1981)p. 73-126. Additionally, for a review of the synthesis and chemistry ofbenzothiazinone dioxides, see P. Catsoulacos and Ch. Camoutsis, J.Heterocyclic Chem., 16, 1503 (1979).

As shown in Equation 27, nitro compounds of Formula XV where J is J₈(XVh) can be prepared from the appropriately substituted nitrophenolsXXXII. R' is Br or CH₂ Cl, R₁, R₅ and n are as previously defined.##STR45##

The nitrophenols XXXII, prepared by methods known to one skilled in theart, are heated with aqueous sodium sulfite to give the sulfonic acidsXXXIII which are then cyclized by heating with phosphorous oxychloride.

The method is similar to those taught by Marckwald and Frahne, Chem.Ber. 31, 1854 (1898) for the preparation of 1,2-benzoxathiole, and Truceand Hoerger, J. Amer. Chem. Soc., 76, 5357 (1954) and 77 2496 (1955) forthe preparation of 1,2-benzoxathiin.

Alternatively, compounds of Formula XVh where n=0 can be prepared fromnitrophenols XXXIV by the three step sequence shown in Equation 28. Thisis the method taught by Shearing and Smiles, J. Chem. Soc., 1348 (1937)for the preparation of 5-methyl-1,2-benzoxathiole. For a review of thisand alternate methods of synthesis of 1,2-benzoxathioles, see ChemistryofHeterocyclis Compounds, Vol. 21, part 1 (1966). ##STR46##

Compounds of Formula XVh where n=1 can be prepared from nitrophenolsXXXII where R'=R₅ =H by the three step sequence shown in Equation 29.##STR47##

The phenol is brominated with NBS in a solvent such ascarbontetrachloride and the hydroxy group is then converted to itsmethanesulfonate ester by treatment with mesyl chloride in the presenceof an acid scavenger such astriethylamine in a solvent such as methylenechloride. The methanesulfonateester is then cyclized by reacting with astrong base such as sodium hydride or potassium t-butoxide in a polarsolvent such as DMF at 0° to 80° C. for 0.5 to 24 hours. For alternativemethods ofsynthesis and the reactions of 1,2-benzoxathiins, seeChemistry of Heterocyclic Compounds, Vol. 21, part 2, (1966).

As shown in Equation 30, nitro compounds of Formula XV where J is J₉(XVi) can be prepared from the appropriately substituted nitrobenzenesXVI. R' is Br or CH₂ Br, R₁, R₂, R₅ and n are as previously defined.##STR48##

The nitrobenzenes XVI, previously discussed in Equation 15, are reactedwith potassium cyanide in a solvent such as acetone to give nitrileintermediates which are hydrolized to the corresponding carboxylic acidsXXXV by standard methods known to one skilled in the art. The nitrocarboxylic acids XXXV, when reduced by standard methods (see discussionofEquation 14), spontaneously cyclize to give the lactams XXXVI. For adiscussion of this reaction when n is 0, see W. Sumpter and F. Miller,TheChemistry of Heterocyclic Compounds, Vol. 8, Interscience Publishers,Inc.,New York, 1954, P. 134-135, and references cited therein. For adiscussion of this reaction when n is 1, see G. Jones, The Chemistry ofHeterocyclic Compounds, Vol. 32, John Wiley and Sons, New York, 1977, p.216-217, and references cited therein. The nitro lactams XVi areprepared from lactams XXXVI by the nitration, alkylation sequencedescribed earlier for the preparation of nitro sultams XVg in Equation25.

Alternatively, lactams XXXVI of Equation 30 can be prepared from thesubstituted anilines XXIX of Equation 26, as shown in Equation 31. R₁andn are as previously defined. ##STR49##

The substituted anilines XXVII are reacted with either a chloroacetylchloride (n=0) of β-chloropropionyl chloride (n=1, R₅ =H) in thepresenceof an acid scavenger to give the chloro amides XXXVII. The amides XXXVIIare cyclized by heating in the presence of a suitable Friedel-Craftsreagent such as AlCl₃ (see discussion of Equation 24) to give thelactams XXXVI. The method of Equation 31 has been widely used for thepreparation of oxindoles (XXXVI, n=0; see W. Sumpter and F. Miller, loc.cit., p. 135-136 for discussion and references) and for the preparationof 3,4-dihydro-2-quinolones (XXXVI, n=1; see G. Jones, loc. cit., p.164-168 for discussion and references). For a general review of oxindolechemistry see W. Sumpter and F. Miller, loc. cit., p. 134-153.

As shown in Equation 32, nitro compounds of Formula XV where J is J₁₀(XVj) can be prepared from the appropriately substituted phenols XXXII.R'is Br or CH₂ Cl, R₁, R₅ and n are as previously defined. ##STR50##

The nitrophenols XXXII, prepared by methods known to one skilled in theart, are reacted with potassium cyanide in a solvent such as DMF at 0°to 80° C. for 0.5 to 24 hours to give the cyanophenols XXXVIII. Thecyano function is hydrolyzed to its corresponding carboxylic acid bymethods known in the art. For n=0, the carboxylic acids cyclizespontaneously. For n=1, the carboxylic acid is cyclized by heating witha reagent such as thionyl chloride as taught by Wakselman et al.Tetrahedron, 30 4069 (1974) for the preparation of substituteddihydrocoumarins and 2-benzofuranones.

Alternatively, as shown i Equation 33, nitro compounds of Formula XVjwheren=1 can be prepared by reducing the corresponding coumarins XVp,which are readily prepared from nitrosalicaldehydes XXXIX by heatingwith, for example where R₃ is H, potassium acetate in acetic anhydrideaccording to the teachings of Gqola, et al., Fort. Hare Pap., 6, 197(1975) (Chem. Abst. 84:150452X (1975)) for the preparation of8-nitrocoumarin (XVp, R₁ =H). Coumarins are well known in theliterature, for a review see Comprehensive Organic Chemistry, Vol. 4,Pergamon Press 1979. ##STR51##

As shown in Equation 34, nitro compounds of Formula XV where J is J₁₁and n is 0 (XVk) can be prepared from the appropriately substitutednitro phenols XXXX. R₆ and R₇ are H, R₁ is as previously defined.##STR52##

This method is parrallel to that previously discussed for thepreparation of Formula XVj in Equation 32. The 2-benzofuranones XVk,where R₆ and/or R₇ are other than hydrogen, can be prepared from the2-benzofuranones XVk where R₆ and/or R₇ are hydrogen bystandardalkylation methods known in the art. For a review see: H. House,Modern Synthetic Reactions, 2nd Edition, W. A. Benjamin, Inc., MenloPark, California 1972, p. 542-570.

As shown in Equation 35, nitro compounds of Formula XV where J is J₁₁and n is 1 (XVl) can be prepared from the appropriately substitutednitrophenylacetic acids XXXXI. R₁, R₆ and R₇ are as previously defined.##STR53##

The nitrophenylacetic acids, prepared by methods known to one skilled inthe art, are treated with formaldehyde in the presence of a strong acidsuch as HCl in a solvent such as acetic acid at 25° to 200° C. for 2 to48 hours. This method has been used to prepare substitutedbenzo[c]pyran-3-ones, see U.S. Pat. No. 3,480,634 (Chem. Abst. 72:43486s(1970)).

Alternatively, as shown in Equation 36, benzo[c]pyran-3-ones XVl can beprepared from the appropriately substituted nitrotoluic acids XXXXII. R₆and R₇ are H, R₁ is a previously defined. ##STR54##

The nitrotoluic acids, prepared by methods known to one skilled in theart,are heated with dimethylformamide dimethylacetal in DMF to produce,in part, the nitroisocoumarins XXXXIII. The isocoumarins are reduced bylithium aluminum hydride to gove a hemiacetal which is then separatedand oxidized with pyridinium chlorochromate (PCC) to give the desiredbenzo[c]pyran-3-ones. This is the method taught by Somei and Shoda,Heterocycles, 17, 417 (1982) for the preparation of1,4-dihydro-5-nitrobenzo[c]pyran-3-one (Xvl, R₁, R₆ and R₇ =H).

The benzo[c]pyran-3-ones XVl where R₆ and/or R₇ are other than hydrogencan be prepared by the standard alkylation methods discussed forEquation 34.

additionally, benzo[c]pyran-3-ones XVl, where R₁ is other than SCH₃, canbe prepared by the Baeyer-Villiger oxidation of 2-indanonesXVm (n=0)(vide infra). The Baeyer-Villiger oxidation of ketones to esters is wellknown in the literature, for a review see: Organic Reactions, Vol.9,John wiley and sons, New york, 1957, p. 73 to 107. For application ofthis reaction to 2-indanones see G. Swan J. Chem. Soc., 1720 (1949).

As shown in Equation 37, nitro compounds of Formula XV, where J isJ₁₂(XVm), can be prepared from the appropriately substituted indenes anddihydronaphthalenes of Formula XXXXIV. R₇ is H, R₁, R₆ and n are aspreviously defined. ##STR55##

The nitroolefins XXXXIV can be converted to their corresponding epoxidesXXXXV by either direct oxidation with a peracid such asm-chloroperbenzoicacid or via hydrobromination followed by treatmentwith a base as known to one skilled in the art. The epoxides XXXXV arerearranged to the desired 2-indanones (XVm, n=0) or tetralones (XVm,n=1) by reaction with either a protonic acid such as sulfuric acid astaught by Rosen et al., J. Org. Chem., 29, 1723 (1964) or a Lewis Acidsuch as BF₃ -etherate as taught by Bondinell and Pendleton, U.S. Pat.No. 4,192,888 (1980).

The starting nitroindenes (XXXXIV, n=0) and nitrodihydronaphthalenes(XXXXIV, n=1) are well known in the literature and can be prepared bymethods known to one skilled in the art.

Alternatively, as shown in Equation 38, 2-tetralones of Formula XVm(n=1) can be prepared from the appropriately substitutednitrophenylacetic acidsXXXXI discussed previously in Equation 35 byreaction with ethylene under Friedel-Crafts conditions. For a review ofthis and alternate syntheses of2-tetralones see Shner andPrzhiyaglovskaya, Russian Chemical Reviews, 35, 523 (1966). ##STR56##

Additionally, the 2indanones (XVm, n=0) and 2-tetralones (XVm, n=1) canbe prepared from the corresponding 1indanones *XVf, n=0) and1-tetralones (XVf, n=1), respectively, via a 1,2-carbonyl transposition,as shown in Equation 39. R₁, R₆ and n are as previously defined.##STR57##

1,2-Carbonyl transpositions are well known in the literature and can beperformed by a wide variety of methods, for a recent review, see: D. G.Morris, Chem. Soc. ReviewsII, 397-434 (1983). For application of thismethod to indanones, see U.S. Pat. No. 4,192,888. For application of themethod to tetralones, see Shner and Przhiyaglovskaya loc. cit.

As shown in Equation 40, nitro compounds of Formula XV, where J isJ₂₂(XVn), can be prepared from the appropriately substitutednitrophenols XXXXVI. R₁, R₃, R₄ and n are as previously defined.##STR58##

the reaction of the nitrophenol XXXXVI with the halo-acid salts producesthe nitro ethers XXXXVII which are subsequently cyclized, in part, togiveXVn (R₃, R=H) by heating the acid with a suitable condensing agentsuch as polyphosphoric acid, hydrofluoric acid, sulfuric acid or stannicchloride, or the acid may be converted to its chloride and heated with atypical Friedel-Crafts reagent such as aluminum chloride or stannicchloride. The ketones of Formula XVn where R₃ and/or R₃ are other thanhydrogen can be prepared from detones XVn where R₃ and/or R₄ arehydrogen by standard ketone alkylation and halogenation methods asdescribed previously for compounds of Equation 24.

Alternatively, as shown in Equation 41, compounds of Formula XVn wheren=0 can be prepared from nitrobenzoates of Formula XXXXVIII. R₁, R₃ andR₄ are as previously defined. ##STR59##

The phenol XXXXVIII is first alkylated with ethyl chloroacetate in thepresence of an acid scavenger followed by reaction with a base to effectcyclization to the ketoester XXXXIX. The ketoester is than saponafiedand decarboxylated by heating with acid to give the 3-ketobenzofuransXVn (n=0). 3-Ketobenzofurans are well known in the art, for a review oftheir synthesis and chemistry see Chemistry of Heterocyclic Compounds,Vol. 29, Interscience Publishers, Inc., New York, 1974, p. 210-296.

Benzopyran-4-ones are also well known in the art, for a review seeChemistry of Heterocyclic Compounds, Vol. 31, Interscience Publishers,Inc., New York, 1977. For a review of the synthesis and chemistry ofbenzoxepin-5-ones see Chemistry of Heterocyclic Compounds, Vol. 26,Interscience Publishers, Inc., New York, 1972.

The nitro compounds of Formula XV in Equation 14, where J is J₁₃, J₁₄,J₁₅, J₁₆ J₁₇, J₁₈, J₁₉, J₂₀, J₂₁, or J₂₃ can be prepared from the nitrocompounds of FormulaXV where J is J₁, J₂, J₃, J₄, (J₂₄), J₅, J₇, J₈, J₉,J₁₀, or J₂₂, respectively, (n=1) by the bromination/dehydrobrominationsequence described above for sulfonamides IV in Equation 9.

Alternately, nitro compounds of Formula XV in Equation 14 where J is J₁₅can be prepared from nitro compounds of Formula XV where J is J₁₆ bytreatment with the appropriate amines R₂ NH₂ as taught by J. Jones andA. Pinder, J. Chem. Soc., 2612 (1958). Additionally, the nitro compoundsof Formula XV where J is J₂₁ can beprepared as discussed in Equation 33.

The nitro compounds of Formula XV in Equation 14 where J is J₁₈ can alsobe prepared from ketones XXXI by base treatment of itstosylhydrazonederivative as taught by B. Loev, et al., J. Org. Chem.,31, 3531 (1966).

The preparation of compounds of Formula I where J is J₁ to J₁₂ and J₂₂and n=2 can be prepared using the procedures outlined above for theanalogous compounds where n=1.

The amines of Formula III in Equations 1 and 4 are also importantintermediates for the preparation of the compounds of this invention andare described below.

The pyrimidines and triazines of Formula (IIIa) to (IIId) below areeither known or can be prepared by obvious methods by one skilled in theart. ##STR60##

For a review of the synthesis and reactions of 2-aminopyrimidines (IIIa,Z═CR') see The Chemistry of Heterocyclic Compounds, Vol. 16, John Wileyand Sons, New York (1962). For a review of the synthesis and reactionsof 2-amino-s-triazines (IIIa, Z═N) see The Chemistry of HeterocyclicCompounds, Vol. 13, John Wiley, New York (1959), F. C. Schaefer, U.S.Pat. No. 3,154,547 and F. C. Schaefer and K. R. Huffman, J.Org. Chem.,28, 1812 (1963). The synthesis of the bicyclic amines IIIb and IIIc istaught in European patent application No. 803,005,05.7. The synthesis ofbicyclic amines IIId is taught in European Patent Publication46,677.

The amines of Formula III where X is OCF₂ H, OCH₂ F, OCF₃ orCF₃ ; or X₁is OCF₂ H and/or Y is OCH₂ F, OCF₃, SCH₂ F, SCF₃ or GCF₂ T wherein G isO or S and T is H, CHClF, CHBrF or CHFCF₃ can be prepared by methodstaught in South African patent application No. 825,045, or by suitablemodifications that would be obvious to one skilled in the art.

The pyrimidines of Formula IIIa (Z═CH) where ##STR61##can be preparedaccording to the methods taught in European patent application No.82-306,492.8 or suitable modifications thereof known to one skilled inthe art.

The triazine amines of Formula IIIe where X₃ is CH₃ or OCH₃ and R is Hor CH₃ can be prepared according to the teachings of U.S. Ser. No.472,879, filed Mar. 14, 1983. ##STR62##

Preparations of 3- amino-1,2,4-triazoles of Formula (IIIf) are known intheart and 1,2,4-triazoles are reviewed in The Chemistry of HeterocyclicCompounds "Triazoles 1,2,4" (John Wiley and Sons, New York, 1981).Commonly used starting materials containing nitrogen areN-aminoguanidine,hydrazine, alkylhydraxines, cyanamide, ethylcyanoacetimidate, dimethyl cyanodithioimidocarbonate, dimethylcyanoimidocarbonate, ethoxymethylenecyanamide, and acylhydrazines. Someliterature synthesis are illustrated below. Using these techniques orsuitable modifications that would be apparent to one skilled in the art,the 3-amino-1,2,4- triazole intermediates can be readily prepared.

Heating equimolar amounts of ethyl propionimidate hydrochloride andN-aminoguanidine nitrate in pyridine gives 3-amino-5-ethyltriazole;GermanPatent 1,073,499 (1966); Berichte, 96, 1064 (1963).##STR63##Condensation of hydrazine with ethyl N-cyanoacetimidate yields3-amino-5-methyltriazole; Journal of Organic Chemistry, 28, 1816 (1963).##STR64##U.S. Pat. No. 2,835,581 (1958) teaches the preparation of 3-amino-5-(hydroxymethyl)triazole from N-aminoguanidine and glycolic acidand British Patent 736,568 (1955) describes the synthesis of3-amino-5-mercaptotriazole. Condensing hydrazine with dimethylcyanodithioimidocarbonate in acetonitrile gives3-amino-5-methylthio-1,2,4-triazole while reaction of hydrazine withdimethyl N-cyanoimidocarbonate produces3-amino-5-methosy-1,2,4-triazole; Journal of Organic Chemistry, 39, 1522(1974). ##STR65##

Reaction of substituted hydrazines with N-cyanothioimidocarbonates(prepared according to the procedure given in D. M. Wieland, Ph.D.Thesis,1971, pp. 123-124) yields disubstituted aminotraizoles as shownbelow. ##STR66##

Many of the aminoheterocyclic intermediates of Formula (III) where R ismethyl may be prepared by a two-step procedure as described for IIIi inEquation 42. X, Y and Z are as previously defined. ##STR67##

A solution of the amine L in concentrated hydrochloric acid is treatedwithsodium nitrite solution and the chloro compound LI is isolated inthe usualmanner by filtration of the acidic solution. A representativeprocedure is described by Bee and Rose in J. Chem. Soc. C, 2031 (1966),for the case inwhich Z=CH, and X=Y=OCH₃. Displacement of the chlorine ofLI may be accomplished by heating with an excess of methylamine in waterto obtain the methylamino heterocycle (IIIg).

Agriculturally suitable salts of compounds of Formula I are also usefulherbicides and can be prepared in a number of ways known to the art. Forexample, metal salts can be made by contacting compounds of Formula Iwitha solution of an alkali or alkaline earth metal salt having asufficiently basic anion (e.g., hydroxide, alkoxide, carbonate orhydride). Quaternary amine salts can be made by similar techniques.

Salts of compounds of Formula I can also be prepared by exchange of onecation for another. Cationic exchange can be effected by directcontactingof an aqueous solution of a salt of a compound of Formula I(e.g., alkali metal or quaternary amine salt) with a solution containingthe cation to be exchanged. This method is most effective when thedesired salt containing the exchanged cation is insoluble in water,e.g., a copper salt, and can be separated by filtration.

Exchange may also be effected by passing an aqueous solution of a saltof acompound of Formula I (e.g., an alkali metal or quaternary aminesalt) through a column packed with a cation exchange resin containingthe cationto be exchanged. In this method, the cation of the resin isexchanged for that of the original salt and the desired product iseluted from the column. This method is particularly useful when thedesired salt is water-soluble, e.g., a potassium, sodium or calciumsalt.

Acid addition salts, useful in this invention, can be obtained byreacting a compound of Formula I with a suitable acid, e.g.,p-toluenesulfonic acid, trichloroacetic acid or the like.

EXAMPLE 12-t-Butyl-3-hydroxy-7-chloro-2,3-dihydro-1,2-benzisothiazole-1,1-dioxide

To a solution of 49.5 g of N-t-butyl-2-chlorobenzenesulfonamide in 875mls of dry THF was added 262 ml of a 1.6M hexane solution of n-butyllithium at -20° to -5° C. under an inert atmosphere. The mixturewasstirred at 0° C. for 1 hour, room temperature for 2 hours, recooledto -78° C. and contacted with 38 mls of dry dimethylformamide. Themixture was allowed to warm to room temperature overnight, poured intowater, acidified to a ph of ˜3 and ether extracted. The extract waswashed with water and brine, dried over MgSO₄ and concentrated to give ayellow oil. The oil was dissolved in 50% ether in hexane solution andallowed to stand, giving, after filtration, 38 g of the title compoundascolorless crystals, m.p. 139-141° C.

90 MHz (CDCl₃)δ: 7.7-7.2 (m 3H, arom); 6.9 (br. d, J=11 Hz, 1H, CH orOH); 4.2 (br. d, J=11 Hz, 1H, OH or CH); and 1.5 (s, 9H, CH₃ 's).

IR (nujol) 3440 cm-¹.

EXAMPLE 2 7-Chloro-1,2-benzisothiazole-1,1-dioxide

A solution of 37 g of2t-butyl-3-hydroxy-7-chloro-2,3-dihydro-1,2-benzisothiazole-1,1-dioxideand 0.2 g of tosic acid in 370 mls of benzene was refluxed through aDean-Stark water separator for 16 hours, cooled in ice and filtered togive 18.9 g of the title compound as colorless crystals, m.p. 162°-164°C.

90 MHz NMR (CDCl₃)δ: 9.15 (s, 1H, CH); and 8.0-7.7 (m, 3H, arom).

IR (nujol) 1445, 1320, 1170 cm-1.

EXAMPLE 3 7-Chloro-2,3-dihydro-1,2-benzisothiazole-1,1-dioxide

A suspension of 17.9 g of 7-chloro-1,2-benzisothiazole-1,1-dioxide in180 ml of absolute ethanol was cooled to 0° C. and treated with 3.33 gof sodium borohydride at such a rate that the temperature remained below5° C. The mixture was warmed to room temperature for 30 minutes,recooled to 0° C. and treated with glacial acetic acid to destroy excesshydride. The mixture was concentrated to dryness, the resulting solidsuspended in water, filtered, washed with water and dried in vacuo at50° C. for 16 hours to give 17.6 g of the title compound as a whitepowder, m.p. 159°-161°0 C.

90 MHz NMR (CDCl₃ /DMSO)δ: 7.9-7.2 (m, 3H, arom); 6.9 (br, 1H, NH); and4.4 (s, 2H, CH₂).

IR (nujol) 3220 cm-¹

EXAMPLE 4 2-Methyl-7-chloro-2,3-dihydro-1,2-benzisothiazole-1,1-dioxide

A solution of 16.6 g of7-chloro-2,3-dihydro-1,2-benzisothiazole-1,1-dioxide in 85 mls of drydimethylformamide was cooled and treated with 10 g of potassiumt-butoxideat such a rate that the temperature remained below 6° C. Theresulting suspension was stirred at 5° to 10° C. for 30 minutes, treatedwith 6.1 mls of methyl iodide at 10° to 15°C. and stirred at roomtemperature for 16 hours. The mixture was poured into ice water and theresulting solid was filtered, washed with water anddried in vacuo at 50°C. for 1.5 hours to give 15.4 g of the title compound as a pinkishsolid, m.p. 95°-97° C.

90 MHz NMR (CDCl₃)δ: 7.8-7.2 (m, 3H, arom); 4.4 (s, 2H, CH₂); and 3.0(s, 3H, CH₃).

IR (nujol) 1460, 1300, 1165, 1152 cm-¹.

EXAMPLE 52-Methyl-7-(phenylmethylthio)-2,3-dihydro-1,2-benzisothiazole-1,1-dioxide

To a solution of 12 g of potassium-t-butoxide in 100 ml of drydimethylformamide was added 12.9 mls of benzyl mercaptan at -5° to 0° C.under an inert atmosphere followed by 12.2 g of2-methyl-7-chloro-2,3-dihydro-1,2-benzisothiazole-1,1-dioxide. Themixturewas stirred at room temperature for 16 hours and poured intowater to give a gummy solid. The water was decanted and extracted withethyl acetate. The gummy solid was slurried in ethyl acetate andfiltered to give 5.9 g of the title compound as a light orange solid,m.p. 119°-122° C. The combined ethyl acetate extract and filtratewerewashed with water and brine, dried over MgSO₄ and concentrated toa solidwhich was slurried in either and filtered to give an additional 7.6g ofproduct, m.p. 121°-124° C. Total yield was 13.5 g.

90 MHz NMR (CDCl₃)δ: 7.5-7.3 (m, 8H, arom); 4.3 (br. s, 4H, CH₂ 's); and2.9 (s, 3H, CH₃).

IR (nujol) 1455, 1290, 1155, cm-¹.

EXAMPLE 62-Methyl-2,3-dihydro-1,2-benzisothiazole-7-sulfonamide-1,1-dioxide

To a solution of 9.8 g of2-methyl-7-(phenylmethylthio)-2.3-dihydro-1,2-benzisothiazole-1,1-dioxideand 1.44 mls of water in 200 mls of 1,2-dichloroethane was added asolution of 12.9 mls of sulfuryl chloride in 50 mls of1,2-dichloroethane,dropwise, at 65° to 70° C. The mixture was heated at70° to 75° C. for 2 hours, cooled to room temperature and concentrated.The residue was dissolved in 100 ml of methylene chloride and added to asolution of 4.0 ml of liquified ammonia in 200 mls of methylene chlorideat -78° to -40° C. The mixture was warmedto room temperature, stirredfor 16 hours, concentrated and the resulting white solid was suspendedin 150 mls of 1N HCl, filtered, washed with water and ether and dried invacuo at 70° C. to 5.0 g of the title compound as a white powder, m.p.195°-197° C. (a similar preparation had m.p. 203°-205° C.

90 MHz NMR (CDCl₃ /DMSO)δ: 8.2-7.7 (m, 3H, arom); 7.5 (b, 2H, NH₂); 4.4(s, 2H, CH₂); and 2.9 (s, 3H, CH₃).

IR (nujol) 3330, 3230, cm-¹.

EXAMPLE 7N-(Butylaminocarbonyl)-2-methyl-2,3-dihydro-1,2-benzisothiazole-7-sulfonamide-1,1-dioxide

A suspension of 13.0 g of2-methyl-2,3-dihydro-1,2-benzisothiazole-7-sulfonamide-1,1-dioxide, 11.2ml of butyl isocyanate and 13.8 g of potassium carbonate in 200 ml ofdry methyl ethyl ketone was heated at reflux for 2 hours. 13.8 g ofpotassium carbonate was added and heating was continued for anadditional 16 hours. The mixture was cooled, the solvent was decantedfrom the solids, concentrated in vacuo, the residue dissolved in ethylacetate and washed with saturated aq. NaHCO₃. The aqueous wash was addedto the originalsolids diluted with water and acidified to pH ˜3 withdilute HCl. Themixture was extracted with methylene chloride, theextract was washed with water and brine, dried and concentrated in vacuoleaving a solid which wasslurried in ether and filtered to give 13.24 gof the title compound as a white powder, m.p. 162°-164° C.

90 MHz NMR (CDCl₃)δ: 8.4-7.5 (m, 3H, arom); 6.4 (b, t, 1H, NH); 5.8 (b,1H, NH); 4.4 (s, 2H, CH₂); 3.1 (m, 2H, CH₂); 3.0 (s, 3H,CH₃); and1.7-0.7 (m, 7H, alkyl).

IR (nujol) 3350, 3240, 1680 cm-¹.

EXAMPLE 8N-((4.6-Dimethoxypyrimidin-2-yl)aminocarbonyl)-2-methyl-2,3-dihydro-1,2-benzisothiazole-7-sulfonamide-1,1-dioxide

A mixture of 13.2 gN-(butylaminocarbonyl)-2-methyl-2,3-dihydro-1,2-benzisothiazole-7-sulfonamide-1,1-dioxide,3.7 ml of butyl isocyanate and 0.1 g of DABCO was treated with 3.5 ml ofphosgene at 135°-138° C. for 2 hours, purged with N₂ and cooled to 0° C.depositing a solid which was filtered under nitrogen to give 5.5 g of2-methyl-2,3-dihydro-1,2-benzisothiazole-7-sulfonylisocyanate-1,1-dioxideas a cream colored solid, m.p. 176°-180° C., IR(nujol) 2220 cm⁻¹.

To a solution of 0.69 g of the isocyanate in 10 ml of dry methylenechloride was added 0.31 g of 2-amino-4,6-dimethoxypyrimidine. Themixture was heated to reflux for 1 minute and stirred at 25° C. for 16hours. The resulting solid was filtered, washed with methylene chlorideand ether to give 0.81 g of the title compound as a white powder, m.p.229°-231° C.

90 MHz NMR (TFA-d)δ: 8.7-7.9 (m, 3H, aromatic); 6.3 (s, 1H, CH); 4.6 (s,2H, CH₂); 4.2 (s, 6H, OCH₃); and 3.15 (s, 3H, CH₃).

IR (nujol) 1710, cm⁻¹.

EXAMPLE 9N-((4.6-Dimethoxypyrimidin-2-yl)aminocarbonyl)benzo[c]furan-1-one-7-sulfonamide

A slurry of 0.8 g of crude phthalide-7-sulfonylisocyanate in 10 ml ofdry acetonitrile was combined with 0.53 g of2-amino-4,6-dimethoxypyrimidine and the mixture stirred at ambienttemperature for 18 hours. The mixture was then diluted with 15 ml ofacetonitrile, heated to a boil, filtered hot, the filtrate concentratedto 10 ml, allowed to cool, the crystals collected and washed withacetonitrile. Yield 0.69 g, m.p. 210°-215° C. (dec.). Recrystallizationfrom acetonitrile improved the m.p. to 219°-221° C.(d).

NMR (CDCl₃): δ4.06 (s, 6H, OCH₃ 's); 5.40 (s, 2H, CH₂); 5.84 (s, 1H,pyrimidine C₅ -H); 7.2 (broad s, 1H, NH); 7.8-8.1 (m, 2H); 8.5 (broad d,J=8, 1H); and 13.0 (broad s, 1H, NH).

IR (nujol) 3430 cm.sup.×1 (NH); 1765 (lactone); and 1728, 1708sulfonylurea).

The following compounds can be prepared according to the procedures ofExamples 1-9 and Equations 1-42.

                                      TABLE 1a                                    __________________________________________________________________________     ##STR68##                                                                    W n R  R.sub.1                                                                             R.sub.2  R.sub.5                                                                          X     Y        Z     m.p. (°C.)               __________________________________________________________________________    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            CH.sub.3 CH    227-229                         O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            OCH.sub.3                                                                              CH    235-237                         O 0 H  H     CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH    229-231                         O 0 H  H     CH.sub.3 H  Cl    OCH.sub.3                                                                              CH    206-208                         O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            OCH.sub.3                                                                              N     210-212                         O 0 H  H     CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              N     207-209                         O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                            CH.sub.3 CH    215-217                         O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                            OCH.sub.3                                                                              CH    221-222                         O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH    219-221                         O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  Cl    OCH.sub.3                                                                              CH    224-226                         O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                            OCH.sub.3                                                                              N     169-171                         O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  OCH.sub.3                                                                           OCH.sub.3                                                                              N     180-183                         O 0 H  H     CH(CH.sub.3).sub.2                                                                     H  CH.sub.3                                                                            OCH.sub.3                                                                              CH    234-236                         O 0 H  H     CH(CH.sub.3).sub.2                                                                     H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH    237-239                         O 0 H  H     CH(CH.sub.3).sub.2                                                                     H  CH.sub.3                                                                            CH.sub.3 CH    206-210                         O 0 H  H     CH(CH.sub.3).sub.2                                                                     H  Cl    OCH.sub.3                                                                              CH    239-241                         O 0 H  H     CH(CH.sub.3).sub.2                                                                     H  F     OCH.sub.3                                                                              CH    221-223                         O 0 H  H     CH(CH.sub. 3).sub.2                                                                    H  CH.sub.3                                                                            OCH.sub.3                                                                              N     186-188                         O 0 H  H     CH(CH.sub.3).sub.2                                                                     H  OCH.sub.3                                                                           OCH.sub.3                                                                              N     199-201                         O 0 H  H     CH(CH.sub.3).sub.2                                                                     H  CH.sub.3                                                                            CH(OCH.sub.3).sub.2                                                                    CH    170-175                         O 0 CH.sub.3                                                                         H     CH(CH.sub.3).sub.2                                                                     H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH    200-204                         O 0 CH.sub.3                                                                         H     CH(CH.sub.3).sub.2                                                                     H  OCH.sub.3                                                                           OCH.sub.3                                                                              N     192-195                         O 1 H  H     CH.sub.3 H  CH.sub.3                                                                            CH.sub.3 CH                                    O 1 H  H     CH.sub.3 H  CH.sub.3                                                                            OCH.sub.3                                                                              CH                                    O 1 H  H     CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH    230-235                         O 1 H  H     CH.sub.3 H  CH.sub.3                                                                            CH.sub.3 N     >215                            O 1 H  H     CH.sub.3 H  CH.sub.3                                                                            OCH.sub.3                                                                              N                                     O 1 H  H     CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              N     258-266                         O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                            CH.sub.3 CH                                    O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                            OCH.sub.3                                                                              CH                                    O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH    199- 200                        O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                            CH.sub.3 N                                     O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                            OCH.sub.3                                                                              N                                     O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  OCH.sub.3                                                                           OCH.sub.3                                                                              N                                     S 0 H  H     CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                    S 1 H  H     CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                    O 0 CH.sub.3                                                                         H     CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              N     182-188                         O 0 H   -o-F CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                    O 0 H   .sub.--m-Cl                                                                        CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                    O 0 H   -o-Br                                                                              CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                    O 0 H   .sub.--m-CH.sub.3                                                                  CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                    O 0 H   -o-OCH.sub.3                                                                       CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                    O 0 H   .sub.--m-CF.sub.3                                                                  CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                    O 0 H  H     CH.sub.3 H  Cl    OCH.sub.3                                                                              CH                                    O 0 H  H     CH.sub. 3                                                                              H  CH.sub.3                                                                            OCH.sub.2 CH.sub.3                                                                     CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            NH.sub.2 CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            NHCH.sub.3                                                                             CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            N(CH.sub.3).sub.2                                                                      CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            CH.sub.2 CH.sub.3                                                                      CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            CF.sub.3 CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            SCH.sub.3                                                                              CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            OCH.sub.2 CHCH.sub.2                                                                   CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            OCH.sub.2 CCH                                                                          CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            OCH.sub.2 CF.sub.3                                                                     CH    193-195                         O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            CH(OCH.sub.3).sub.2                                                                    CH                                    O 1 H  H     CH(CH.sub.3).sub.2                                                                     H  CH.sub.3                                                                            CH.sub.3 CH                                    O 1 H  H     CH(CH.sub.3).sub.2                                                                     H  OCH.sub.3                                                                           CH.sub.3 CH                                    O 1 H  H     CH(CH.sub.3).sub.2                                                                     H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH    211-214                         O 1 H  H     CH(CH.sub.3).sub.2                                                                     H  Cl    OCH.sub.3                                                                              CH                                    O 1 H  H     CH(CH.sub.3).sub.2                                                                     H  OCH.sub.3                                                                           CH.sub.3 N                                     O 1 H  H     CH(CH.sub.3).sub.2                                                                     H  OCH.sub.3                                                                           OCH.sub.3                                                                              N                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                             ##STR69##                                                                             CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                     CH    169-171                         O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            CH.sub.3 CCH.sub.3                             O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            CH.sub.3 CCH.sub.2 CH.sub.3                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            CH.sub.3 CCl                                   O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            CH.sub.3 CBr                                   O 1 H  H     CH.sub.3 H  CH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                     CH                                    O 1 H  H     CH.sub.3 H  Cl    OCH.sub.3                                                                              CH                                    O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  CH.sub.3                                                                            CH.sub.3 CH    195-198                         O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  CH.sub.3                                                                            OCH.sub.3                                                                              CH    197-199                         O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH    206-208                         O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  Cl    OCH.sub.3                                                                              CH    199-201                         O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  CH.sub.3                                                                            OCH.sub.3                                                                              N                                     O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  OCH.sub.3                                                                           OCH.sub.3                                                                              N     187-190                         O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    H  OCH.sub.3                                                                           OCH.sub.3                                                                              N     185-187                         O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    H  CH.sub.3                                                                            CH.sub.3 CH    193-195                         O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    H  CH.sub.3                                                                            OCH.sub.3                                                                              CH    167-170                         O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH    214-216                         O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    H  Cl    OCH.sub.3                                                                              CH    195-197                         O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    H  CH.sub.3                                                                            OCH.sub. 3                                                                             N     165-168                         O 0 H  H     H        H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                    O 0 H  H     CH.sub.3 CH.sub.3                                                                         OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                    O 0 H   .sub.--m-SCH.sub.3                                                                 CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                    O 0 H   .sub.--m-OCF.sub.2 H                                                               CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                    O 0 H  H     CH.sub.3 H  F     OCH.sub.3                                                                              CH    224-226                         O 0 H  H     CH.sub.3 H  Br    OCH.sub.3                                                                              CH    219-221                         O 0 H  H     CH.sub.3 H  CH.sub.2 F                                                                          OCH.sub.3                                                                              CH                                    O 0 H  H     CH.sub.3 H  OCF.sub.2 H                                                                         CH.sub.3 CH    228-230                         O 0 H  H     CH.sub.3 H  CF.sub.3                                                                            OCH.sub.3                                                                              CH                                    O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  OCF.sub.2 H                                                                         OCH.sub.3                                                                              CH    185-189                         O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  OCF.sub.2 H                                                                         OCF.sub.2 H                                                                            CH    207-210                         O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  Br    OCH.sub.3                                                                              CH    190-192                         O 0 H  H     CH(CH.sub.3)CH.sub.2 CH.sub.3                                                          H  CH.sub.3                                                                            CH.sub.3 CH                                    O 0 H  H     CH(CH.sub.3)CH.sub.2 CH.sub.3                                                          H  CH.sub.3                                                                            OCH.sub.3                                                                              CH                                    O 0 H  H     CH(CH.sub.3)CH.sub.2 CH.sub.3                                                          H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH    220-222                         O 0 H  H     CH(CH.sub.3)CH.sub.2 CH.sub.3                                                          H  Cl    OCH.sub.3                                                                              CH    221-224                         O 0 H  H     CH(CH.sub.3)CH.sub.2 CH.sub.3                                                          H  CH.sub.3                                                                            OCH.sub.3                                                                              N     151-153                         O 0 H  H     CH(CH.sub.3)CH.sub.2 CH.sub.3                                                          H  OCH.sub.3                                                                           OCH.sub.3                                                                              N     139-142                         O 0 H  H     CH.sub.3 H  CH.sub.3                                                                             ##STR70##                                                                             CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                             ##STR71##                                                                             CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            H        CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            CN       CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            OCH.sub.2 F                                                                            CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            OCF.sub.3                                                                              CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            SCH.sub.2 F                                                                            CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            SCF.sub.3                                                                              CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            OCF.sub.2 H                                                                            CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            OCF.sub.2 CHClF                                                                        CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            OCF.sub.2 CHBrF                                                                        CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            OCF.sub.2 CHFCF.sub.3                                                                  CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            SCF.sub.2 H                                                                            CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            SCF.sub.2 CHClF                                                                        CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            SCF.sub.2 CHBrF                                                                        CH                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            SCF.sub.2 CHFCF.sub.3                                                                  CH                                    O 2 H  H     CH.sub.3 H  CH.sub.3                                                                            CH.sub.3 CH                                    O 2 H  H     CH.sub.3 H  CH.sub.3                                                                            OCH.sub.3                                                                              CH                                    O 2 H  H     CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                    O 2 H  H     CH.sub.3 H  Cl    OCH.sub.3                                                                              CH                                    O 2 H  H     CH.sub.3 H  CH.sub.3                                                                            OCH.sub.3                                                                              N                                     O 2 H  H     CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              N                                     O 0 CH.sub.3                                                                         H     CH.sub.3 H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH    192-194                         O 0 H  H     CH.sub.3 H  OCH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH    167-168                         O 0 H  H     CH.sub.3 H  OCH.sub.2 CH.sub.3                                                                  CH.sub.3 CH                                    O 0 H  H     CH.sub.3 H  OCH.sub.3                                                                           N.sub.3  CH                                    __________________________________________________________________________

                                      TABLE 2a                                    __________________________________________________________________________     ##STR72##                                                                    W n R  R.sub.1                                                                             R.sub.5                                                                          X    Y        Z     m.p. (°C.)                         __________________________________________________________________________    O 0 H  H     H  CH.sub.3                                                                           CH.sub.3 CH                                              O 0 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                              O 0 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.3                                                                           CH.sub.3 N                                               O 0 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                               O 0 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                               O 1 H  H     H  CH.sub.3                                                                           CH.sub. 3                                                                              CH                                              O 1 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                              O 1 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 1 H  H     H  CH.sub.3                                                                           CH.sub.3 N                                               O 1 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                               O 1 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                               S 0 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              S 1 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 CH.sub.3                                                                         H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                               O 0 H   -o-F H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.--m-Cl                                                                        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   -o-Br                                                                              H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.--m-CH.sub.3                                                                  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   -o-OCH.sub.3                                                                       H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.--m-CF.sub.3                                                                  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H  H     H  Cl   OCH.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                              O 0 H  H     H  CH.sub. 3                                                                          NH.sub.2 CH                                              O 0 H  H     H  CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                              O 0 H  H     H  CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                              O 0 H  H     H  CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                                              O 0 H  H     H  CH.sub.3                                                                           CF.sub.3 CH                                              O 0 H  H     H  CH.sub.3                                                                           SCH.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                              O 0 H  H     H  CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                              O 0 H  H     H  CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                              O 0 H  H     H  CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                              O 0 H  H     H  CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                              O 0 H  H     H  CH.sub.3                                                                            ##STR73##                                                                             CH                                              O 0 H  H     H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                              O 0 H  H     H  CH.sub.3                                                                           CH.sub.3 CCH.sub.3                                       O 0 H  H     H  CH.sub.3                                                                           CH.sub.3 CCH.sub.2 CH.sub.3                              O 0 H  H     H  CH.sub.3                                                                           CH.sub.3 CCl                                             O 0 H  H     H  CH.sub.3                                                                           CH.sub.3 CBr                                             O 1 H  H     H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                              O 1 H  H     H  Cl   OCH.sub.3                                                                              CH                                              O 0 H  H     CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.--m-SCH.sub.3                                                                 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.--m-OCF.sub.2 H                                                               H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H  H     H  F    OCH.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                                              O 0 H  H     H  OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH                                              O 0 H  H     H  OCF.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H  H     H  CF.sub.3                                                                           OCH.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.3                                                                            ##STR74##                                                                             CH                                              O 0 H  H     H  Br   OCH.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.3                                                                            ##STR75##                                                                             CH                                              O 0 H  H     H  CH.sub.3                                                                           H        CH                                              O 0 H  H     H  CH.sub.3                                                                           CN       CH                                              O 0 H  H     H  CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                              O 0 H  H     H  CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                              O 0 H  H     H  CH.sub.3                                                                           OCF.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                              O 0 H  H     H  CH.sub.3                                                                           SCF.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                              O 0 H  H     H  CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                              O 0 H  H     H  CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                              O 0 H  H     H  CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                              O 0 H  H     H  CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                              O 0 H  H     H  CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                              O 0 H  H     H  CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                              O 0 H  H     H  CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                              O 2 H  H     H  CH.sub.3                                                                           CH.sub.3 CH                                              O 2 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                              O 2 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 2 H  H     H  Cl   OCH.sub.3                                                                              CH                                              O 2 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                               O 2 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                               __________________________________________________________________________

                                      TABLE 3a                                    __________________________________________________________________________     ##STR76##                                                                    W n R  R.sub.1                                                                             R.sub.2  R.sub.5                                                                          X    Y        Z     m.p. (°C.)                __________________________________________________________________________    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CH    215-216                          O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              CH    215-217                          O 0 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH    202-204                          O 0 H  H     CH.sub.3 H  Cl   OCH.sub.3                                                                              CH    211-213                          O 0 H  H     CH.sub.3 H  CH.sub. 3                                                                          OCH.sub.3                                                                              N     192-193                          O 0 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              N     198-200                          O 0 H  H     CH(CH.sub.3).sub.2                                                                     H  CH.sub.3                                                                           CH.sub.3 CH    150-153                          O 0 H  H     CH(CH.sub.3).sub.2                                                                     H  CH.sub.3                                                                           OCH.sub.3                                                                              CH    195-197                          O 0 H  H     CH(CH.sub.3).sub.2                                                                     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH    199-203                          O 0 H  H     CH(CH.sub.3).sub.2                                                                     H  Cl   OCH.sub.3                                                                              CH    180-183                          O 0 H  H     CH(CH.sub.3).sub.2                                                                     H  CH.sub.3                                                                           OCH.sub.3                                                                              N     181-183                          O 0 H  H     CH(CH.sub.3).sub.2                                                                     H  OCH.sub.3                                                                          OCH.sub.3                                                                              N     203-206                          O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 1 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CH                                     O 1 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 1 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 1 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 N                                      O 1 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 1 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           CH.sub.3 CH                                     O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           CH.sub.3 N                                      O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      S 0 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     S 1 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 CH.sub.3                                                                         H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 0 H   -o-F CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   .sub.--m-Cl                                                                        CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   -o-Br                                                                              CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   .sub.--m-CH.sub.3                                                                  CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   -o-OCH.sub.3                                                                       CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   .sub.--m-CF.sub.3                                                                  CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  Cl   OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           NH.sub.2 CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CF.sub.3 CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            ##STR77##                                                                             CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CCH.sub.3                              O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CCH.sub.2 CH.sub.3                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CCl                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CBr                                    O 1 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                     O 1 H  H     CH.sub.3 H  Cl   OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  CH.sub.3                                                                           CH.sub.3 CH                                     O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub. 2 CH.sub.3                                                            H  Cl   OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 0 H  H     H        H  CH.sub.3                                                                           CH.sub.3 CH                                     O 0 H  H     H        H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 0 H  H     H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     H        H  Cl   OCH.sub.3                                                                              CH                                     O 0 H  H     H        H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 0 H  H     H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 0 H  H     CH.sub.3 CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   .sub.--m-SCH.sub.3                                                                 CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   .sub.--m-OCF.sub.2 H                                                               CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  F    OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  Br   OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub. 3                                                                              H  CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  OCF.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CF.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            ##STR78##                                                                             CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            ##STR79##                                                                             CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           H        CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CN       CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCF.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCF.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                           O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                     O 2 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CH                                     O 2 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 2 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 2 H  H     CH.sub.3 H  Cl   OCH.sub.3                                                                              CH                                     O 2 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 2 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      __________________________________________________________________________

                                      TABLE 4a                                    __________________________________________________________________________     ##STR80##                                                                    W n R  R.sub.1                                                                             R.sub.5                                                                          X    Y        Z     m.p. (°C.)                         __________________________________________________________________________    O 0 H  H     H  CH.sub.3                                                                           CH.sub.3 CH    185-200                                   O 0 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              CH    209-211                                   O 0 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH    219-221                                   O 0 H  H     H  CH.sub.3                                                                           CH.sub.3 N                                               O 0 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              N     194-196                                   O 0 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                               O 1 H  H     H  CH.sub.3                                                                           CH.sub.3 CH    218-220                                   O 1 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              CH    219-222                                   O 1 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH    210-214                                   O 1 H  H     H  CH.sub.3                                                                           CH.sub.3 N     202-204                                   O 1 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              N     190-197                                   O 1 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              N     204-207                                   S 0 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              S 1 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 CH.sub.3                                                                         H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              N     198-220                                   O 0 H   .sub.-o-F                                                                          H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.--m-Cl                                                                        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.-o-Br                                                                         H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.--m-CH.sub.3                                                                  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.-o-OCH.sub.3                                                                  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.--m-CF.sub.3                                                                  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H  H     H  Cl   OCH.sub.3                                                                              CH    210-213                                   O 0 H  H     H  CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                              O 0 H  H     H  CH.sub.3                                                                           NH.sub.2 CH                                              O 0 H  H     H  CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                              O 0 H  H     H  CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                              O 0 H  H     H  CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                                              O 0 H  H     H  CH.sub.3                                                                           CF.sub.3 CH                                              O 0 H  H     H  CH.sub.3                                                                           SCH.sub.3                                                                              CH                                              O 0 H  H     H  OCH.sub.3                                                                          OCH.sub.2 CHCH.sub.2                                                                   CH                                              O 0 H  H     H  OCH.sub.3                                                                          OCH.sub.2 CCH                                                                          CH                                              O 0 H  H     H  OCH.sub.3                                                                          OCH.sub.2 CF.sub.3                                                                     CH                                              O 0 H  H     H  CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                              O 0 H  H     H  CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH    149-151                                   O 0 H  H     H  CH.sub.3                                                                            ##STR81##                                                                             CH                                              O 0 H  H     H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                              O 0 H  H     H  CH.sub.3                                                                           CH.sub.3 CCH.sub.3                                       O 0 H  H     H  CH.sub.3                                                                           CH.sub.3 CCH.sub.2 CH.sub.3                              O 0 H  H     H  CH.sub.3                                                                           CH.sub.3 CCl                                             O 0 H  H     H  CH.sub.3                                                                           CH.sub.3 CBr                                             O 1 H  H     H  Cl   OCH.sub.3                                                                              CH    175-182                                   O 1 H  H     H  Br   OCH.sub.3                                                                              CH    182-190                                   O 0 H  H     CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.--m-SCH.sub.3                                                                 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.--m-OCF.sub.2 H                                                               H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H  H     F  OCH.sub.3                                                                          CH                                                       O 0 H  H     H  CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                                              O 0 H  H     H  OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH    230                                       O 0 H  H     H  OCF.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H  H     H  CF.sub.3                                                                           OCH.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.3                                                                            ##STR82##                                                                             CH                                              O 0 H  H     H  Br   OCH.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.3                                                                            ##STR83##                                                                             CH                                              O 0 H  H     H  CH.sub.3                                                                           H        CH                                              O 0 H  H     H  CH.sub.3                                                                           CN       CH                                              O 0 H  H     H  CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                              O 0 H  H     H  CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                              O 0 H  H     H  CH.sub.3                                                                           OCF.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                              O 0 H  H     H  CH.sub.3                                                                           SCF.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.3                                                                           OCF.sub.2 H                                                                            CH    208-209                                   O 0 H  H     H  CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                              O 0 H  H     H  CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                              O 0 H  H     H  CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                              O 0 H  H     H  CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                              O 0 H  H     H  CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                              O 0 H  H     H  CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                              O 0 H  H     H  CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                              O 2 H  H     H  CH.sub.3                                                                           CH.sub.3 CH                                              O 2 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                              O 2 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 2 H  H     H  Cl   OCH.sub.3                                                                              CH                                              O 2 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                               O 2 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                               O 0 CH.sub.3                                                                         H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH    230-232                                   O 0 H  H     H  OCH.sub.3                                                                          CH(OCH.sub.3).sub.2                                                                    CH    143-145                                   O 0 H  H     H  OCF.sub.2 H                                                                        OCF.sub.2 H                                                                            CH                                              O 1 CH.sub.3                                                                         H     H  CH.sub.3                                                                           OCH.sub.3                                                                              CH    203-209                                   __________________________________________________________________________

                                      TABLE 5a                                    __________________________________________________________________________     ##STR84##                                                                    W n R  R.sub.1                                                                             R.sub.5                                                                          X    Y        Z     m.p. (°C.)                         __________________________________________________________________________    O 0 H  H     H  CH.sub.3                                                                           CH.sub.3 CH                                              O 0 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              CH    210-212                                   O 0 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH    232-233                                   O 0 H  H     H  CH.sub.3                                                                           CH.sub.3 N                                               O 0 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              N     193-195                                   O 0 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                               O 1 H  H     H  CH.sub.3                                                                           CH.sub.3 CH                                              O 1 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                              O 1 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 1 H  H     H  CH.sub.3                                                                           CH.sub.3 N                                               O 1 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                               O 1 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                               S 0 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              S 1 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 CH.sub.3                                                                         H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                               O 0 H   .sub.-o-F                                                                          H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.--m-Cl                                                                        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.-o-Br                                                                         H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.--m-CH.sub.3                                                                  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.-o-OCH.sub.3                                                                  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.--m-CF.sub.3                                                                  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H  H     H  Cl   OCH.sub.3                                                                              CH    218-219                                   O 0 H  H     H  CH.sub.3                                                                           OCH.sub. 2 CH.sub.3                                                                    CH                                              O 0 H  H     H  CH.sub.3                                                                           NH.sub.2 CH                                              O 0 H  H     H  CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                              O 0 H  H     H  CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                              O 0 H  H     H  CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                                              O 0 H  H     H  CH.sub.3                                                                           CF.sub.3 CH                                              O 0 H  H     H  CH.sub.3                                                                           SCH.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                              O 0 H  H     H  CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                              O 0 H  H     H  CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                              O 0 H  H     H  CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                              O 0 H  H     H  CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                              O 0 H  H     H  CH.sub.3                                                                            ##STR85##                                                                             CH                                              O 0 H  H     H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                              O 0 H  H     H  CH.sub.3                                                                           CH.sub.3 CCH.sub.3                                       O 0 H  H     H  CH.sub. 3                                                                          CH.sub.3 CCH.sub.2 CH.sub.3                              O 0 H  H     H  CH.sub.3                                                                           CH.sub.3 CCl                                             O 0 H  H     H  CH.sub.3                                                                           CH.sub.3 CBr                                             O 1 H  H     H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                              O 1 H  H     H  Cl   OCH.sub.3                                                                              CH                                              O 0 H  H     CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.--m-SCH.sub.3                                                                 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H   .sub.--m-OCF.sub.2 H                                                               H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H  H     H  F    OCH.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                                              O 0 H  H     H  OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH                                              O 0 H  H     H  OCF.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 0 H  H     H  CF.sub.3                                                                           OCH.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.3                                                                            ##STR86##                                                                             CH                                              O 0 H  H     H  Br   OCH.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.3                                                                            ##STR87##                                                                             CH                                              O 0 H  H     H  CH.sub.3                                                                           H        CH                                              O 0 H  H     H  CH.sub.3                                                                           CN       CH                                              O 0 H  H     H  CH.sub.3                                                                           CH(OCH.sub.2 CH.sub. 3).sub.2                                                          CH                                              O 0 H  H     H  CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                              O 0 H  H     H  CH.sub.3                                                                           OCF.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                              O 0 H  H     H  CH.sub.3                                                                           SCF.sub.3                                                                              CH                                              O 0 H  H     H  CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                              O 0 H  H     H  CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                              O 0 H  H     H  CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                              O 0 H  H     H  CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                              O 0 H  H     H  CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                              O 0 H  H     H  CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                              O 0 H  H     H  CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                              O 0 H  H     H  CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                              O 2 H  H     H  CH.sub.3                                                                           CH.sub.3 CH                                              O 2 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                              O 2 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                              O 2 H  H     H  Cl   OCH.sub.3                                                                              CH                                              O 2 H  H     H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                               O 2 H  H     H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                               __________________________________________________________________________

                                      TABLE 6a                                    __________________________________________________________________________     ##STR88##                                                                    W n R  R.sub.1                                                                            R.sub.3                                                                              R.sub.4  R.sub.5                                                                          X    Y        Z   m.p. (°C.)            __________________________________________________________________________    O 0 H  H    H      H        H  CH.sub.3                                                                           CH.sub.3 CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                               O 0 H  H    H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 H  H    H      H        H  Cl   OCH.sub.3                                                                              CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                O 0 H  H    H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                O 0 H  H    CH.sub.3                                                                             H        H  CH.sub.3                                                                           CH.sub.3 CH                               O 0 H  H    CH.sub.3                                                                             H        H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                               O 0 H  H    CH.sub.3                                                                             H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 H  H    CH.sub.3                                                                             H        H  Cl   OCH.sub.3                                                                              CH                               O 0 H  H    CH.sub.3                                                                             H        H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                O 0 H  H    CH.sub.3                                                                             H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                O 0 H  H    CH.sub.3                                                                             CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CH                               O 0 H  H    CH.sub.3                                                                             CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                               O 0 H  H    CH.sub.3                                                                             CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 H  H    CH.sub.3                                                                             CH.sub.3 H  Cl   OCH.sub.3                                                                              CH                               O 0 H  H    CH.sub.3                                                                             CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                O 0 H  H    CH.sub.3                                                                             CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                O 1 H  H    H      H        H  CH.sub.3                                                                           CH.sub.3 CH                               O 1 H  H    H      H        H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                               O 1 H  H    H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 1 H  H    H      H        H  Cl   CH.sub.3 CH                               O 1 H  H    H      H        H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                O 1 H  H    H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                O 1 H  H    CH.sub.3                                                                             H        H  CH.sub.3                                                                           CH.sub.3 CH                               O 1 H  H    CH.sub.3                                                                             H        H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                               O 1 H  H    CH.sub.3                                                                             H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 1 H  H    CH.sub.3                                                                             H        H  Cl   CH.sub.3 CH                               O 1 H  H    CH.sub.3                                                                             H        H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                O 1 H  H    CH.sub.3                                                                             H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                O 1 H  H    CH.sub.3                                                                             CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CH                               O 1 H  H    CH.sub.3                                                                             CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                               O 1 H  H    CH.sub.3                                                                             CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 1 H  H    CH.sub.3                                                                             CH.sub.3 H  Cl   CH.sub.3 CH                               O 1 H  H    CH.sub.3                                                                             CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                O 1 H  H    CH.sub.3                                                                             CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                S 0 H  H    H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 CH.sub.3                                                                         H    H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                O 0 H   .sub.-o-F                                                                         H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 H   .sub.--m-Cl                                                                       H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 H   .sub.-o-Br                                                                        H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 H   .sub.--m-CH.sub.3                                                                 H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 H   .sub.-o-OCH.sub.3                                                                 H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 H   .sub.--m-CF.sub.3                                                                 H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 H  H    H      CH.sub.2 CH.sub.3                                                                      H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 H  H    CH.sub.2 CH.sub.2 CH.sub.3                                                           H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           CH.sub.3 N                                O 0 H  H    H      H        H  CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                               O 1 H  H    H      H        H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           NH.sub.2 CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           NHCH.sub.3                                                                             CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           CF.sub.3 CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           SCH.sub.3                                                                              CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                               O 0 H  H    H      H        H  CH.sub.3                                                                            ##STR89##                                                                             CH                               O 0 H  H    H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CCH.sub.3                        O 0 H  H    H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CC.sub.2 H.sub.5                 O 0 H  H    H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CCl                              O 0 H  H    H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CBr                              O 0 H  H    H      H        H  F    OCH.sub.3                                                                              CH                               O 0 H  H    H      H        H  Br   OCH.sub.3                                                                              CH                               O 0 H  H    H      H        H  CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                               O 0 H  H    H      H        H  OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH                               O 0 H  H    H      H        H  OCF.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 H  H    H      H        H  CF.sub.3                                                                           OCH.sub.3                                                                              CH                               O 0 H  H    H      H        H  CH.sub.3                                                                            ##STR90##                                                                             CH                               O 0 H  H    H      H        H  CH.sub.3                                                                            ##STR91##                                                                             CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           H        CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           CN       CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           OCF.sub.3                                                                              CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           SCF.sub.3                                                                              CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                               O 0 H  H    H      H        H  CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                               O 0 H  H    H      H        H  CH.sub. 3                                                                          SCF.sub.2 CHFCF.sub.3                                                                  CH                               O 0 H  H    H      H        CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 H  H    H      CH.sub.2 CH.sub.2 CH.sub.3                                                             H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 H  H    H      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 H   .sub.--m-SCH.sub.3                                                                H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 H   .sub.-o-CF.sub.2 H                                                                H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 2 H  H    H      H        H  CH.sub.3                                                                           CH.sub.3 CH                               O 2 H  H    H      H        H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                               O 2 H  H    H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 2 H  H    H      H        H  Cl   OCH.sub.3                                                                              CH                               O 2 H  H    H      H        H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                O 2 H  H    H      H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                O 2 H  H    CH.sub.3                                                                             H        H  CH.sub.3                                                                           CH.sub.3 CH                               O 2 H  H    CH.sub.3                                                                             H        H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                               O 2 H  H    CH.sub.3                                                                             H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 2 H  H    CH.sub.3                                                                             H        H  Cl   OCH.sub.3                                                                              CH                               O 2 H  H    CH.sub.3                                                                             H        H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                O 2 H  H    CH.sub.3                                                                             H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                O 0 H  H    Cl     Cl       H  CH.sub.3                                                                           CH.sub.3 CH  197-199                      O 0 H  H    Cl     Cl       H  CH.sub.3                                                                           OCH.sub.3                                                                              CH  198-201                      O 0 H  H    Cl     Cl       H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH  154-166                      O 0 H  H    Br     Br       H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                               O 0 H  H    Cl     Cl       H  OCH.sub.3                                                                          CH.sub.3 N   178-182                      __________________________________________________________________________

                                      TABLE 7a                                    __________________________________________________________________________     ##STR92##                                                                    W n R  R.sub.1                                                                             R.sub.2  R.sub.5                                                                          X    Y        Z     m.p. (°C.)                __________________________________________________________________________    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  Cl   OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 0 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           CH.sub.3 CH                                     O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  Cl   OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 0 H  H     CH(CH.sub.3).sub.2                                                                     H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 0 H  H     CH(CH.sub.3).sub.2                                                                     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 1 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CH                                     O 1 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 1 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 1 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 N                                      O 1 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 1 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           CH.sub.3 CH                                     O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           CH.sub.3 N                                      O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      S 0 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     S 1 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 CH.sub.3                                                                         H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 0 H   -o-F CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   .sub.--m-Cl                                                                        CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   -o-Br                                                                              CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   .sub.--m-CH.sub.3                                                                  CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   -o-OCH.sub.3                                                                       CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   .sub.--m-CF.sub.3                                                                  CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  Cl   OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           NH.sub.2 CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CF.sub.3 CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            ##STR93##                                                                             CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 OCH.sub.3                              O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 OCH.sub.2 CH.sub.3                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CCl                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CBr                                    O 1 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                     O 1 H  H     CH.sub.3 H  Cl   OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  CH.sub.3                                                                           CH.sub.3 CH                                     O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  Cl   OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  CH.sub. 3                                                                          OCH.sub.3                                                                              N                                      O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 0 H  H     H        H  CH.sub.3                                                                           CH.sub.3 CH                                     O 0 H  H     H        H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 0 H  H     H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     H        H  Cl   OCH.sub.3                                                                              CH                                     O 0 H  H     H        H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 0 H  H     H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 0 H  H     CH.sub.3 CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   .sub.--m-SCH.sub.3                                                                 CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   .sub.--m-OCF.sub.2 H                                                               CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  F    OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  Br   OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  OCF.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CF.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            ##STR94##                                                                             CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            ##STR95##                                                                             CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           H        CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CN       CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCF.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCF.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                     O 2 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CH                                     O 2 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 2 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 2 H  H     CH.sub.3 H  Cl   OCH.sub.3                                                                              CH                                     O 2 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 2 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      __________________________________________________________________________

                                      TABLE 8a                                    __________________________________________________________________________     ##STR96##                                                                    W n R  R.sub.1                                                                             R.sub.5                                                                          X     Y        Z     m.p. (°C.)                        __________________________________________________________________________    O 0 H  H     H  CH.sub.3                                                                            CH.sub.3 CH                                             O 0 H  H     H  CH.sub.3                                                                            OCH.sub.3                                                                              CH                                             O 0 H  H     H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O 0 H  H     H  CH.sub.3                                                                            CH.sub.3 N                                              O 0 H  H     H  CH.sub.3                                                                            OCH.sub.3                                                                              N                                              O 0 H  H     H  OCH.sub.3                                                                           OCH.sub.3                                                                              N                                              O 1 H  H     H  CH.sub.3                                                                            CH.sub.3 CH                                             O 1 H  H     H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O 1 H  H     H  CH.sub.3                                                                            CH.sub.3 N                                              O 1 H  H     H  CH.sub.3                                                                            OCH.sub.3                                                                              N                                              O 1 H  H     H  OCH.sub.3                                                                           OCH.sub.3                                                                              N                                              S 0 H  H     H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                             S 1 H  H     H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O 0 CH.sub.3                                                                         H     H  OCH.sub.3                                                                           OCH.sub.3                                                                              N                                              O 0 H   -o-F H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O 0 H   .sub.--m-Cl                                                                        H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O 0 H   -o-Br                                                                              H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O 0 H   .sub.--m-CH.sub.3                                                                  H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O 0 H   -o-OCH.sub.3                                                                       H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O 0 H   .sub.--m-CF.sub.3                                                                  H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O 0 H  H     H  Cl    OCH.sub.3                                                                              CH                                             O 0 H  H     H  CH.sub.3                                                                            OCH.sub.2 CH.sub.3                                                                     CH                                             O 0 H  H     H  CH.sub.3                                                                            NH.sub.2 CH                                             O 0 H  H     H  CH.sub.3                                                                            NHCH.sub.3                                                                             CH                                             O 0 H  H     H  CH.sub.3                                                                            N(CH.sub.3).sub.2                                                                      CH                                             O 0 H  H     H  CH.sub.3                                                                            CH.sub.2 CH.sub.3                                                                      CH                                             O 0 H  H     H  CH.sub.3                                                                            CF.sub.3 CH                                             O 0 H  H     H  CH.sub.3                                                                            SCH.sub.3                                                                              CH                                             O 0 H  H     H  CH.sub.3                                                                            OCH.sub.2 CHCH.sub.2                                                                   CH                                             O 0 H  H     H  CH.sub.3                                                                            OCH.sub.2 CCH                                                                          CH                                             O 0 H  H     H  CH.sub.3                                                                            OCH.sub.2 CF.sub.3                                                                     CH                                             O 0 H  H     H  CH.sub.3                                                                            OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                             O 0 H  H     H  CH.sub.3                                                                            CH(OCH.sub.3).sub.2                                                                    CH                                             O 0 H  H     H  CH.sub.3                                                                             ##STR97##                                                                             CH                                             O 0 H  H     H  CH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                     CH                                             O 0 H  H     H  CH.sub.3                                                                            CH.sub.3 CCH.sub.3                                      O 0 H  H     H  CH.sub.3                                                                            CH.sub.3 CCH.sub.2 CH.sub.3                             O 0 H  H     H  CH.sub.3                                                                            CH.sub.3 CCl                                            O 0 H  H     H  CH.sub.3                                                                            CH.sub.3 CBr                                            O 1 H  H     H  CH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                     CH                                             O 1 H  H     H  Cl    OCH.sub.3                                                                              CH                                             O 0 H  H     CH.sub.3                                                                         OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O 0 H   .sub.--m-SCH.sub.3                                                                 H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O 0 H   .sub.--m-OCF.sub.2 H                                                               H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O 0 H  H     H  F     OCH.sub.3                                                                              CH                                             O 0 H  H     H  CH.sub.2 F                                                                          OCH.sub.3                                                                              CH                                             O 0 H  H     H  OCF.sub.2 H                                                                         OCH.sub.3                                                                              CH                                             O 0 H  H     H  OCF.sub.3                                                                           OCH.sub.3                                                                              CH                                             O 0 H  H     H  CF.sub.3                                                                            OCH.sub.3                                                                              CH                                             O 0 H  H     H  CH.sub.3                                                                             ##STR98##                                                                             CH                                             O 0 H  H     H  Br    OCH.sub.3                                                                              CH                                             O 0 H  H     H  CH.sub.3                                                                             ##STR99##                                                                             CH                                             O 0 H  H     H  CH.sub.3                                                                            H        CH                                             O 0 H  H     H  CH.sub.3                                                                            CN       CH                                             O 0 H  H     H  CH.sub.3                                                                            CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                             O 0 H  H     H  CH.sub.3                                                                            OCH.sub.2 F                                                                            CH                                             O 0 H  H     H  CH.sub.3                                                                            OCF.sub.3                                                                              CH                                             O 0 H  H     H  CH.sub.3                                                                            SCH.sub.2 F                                                                            CH                                             O 0 H  H     H  CH.sub.3                                                                            SCF.sub.3                                                                              CH                                             O 0 H  H     H  CH.sub.3                                                                            OCF.sub.2 F                                                                            CH                                             O 0 H  H     H  CH.sub.3                                                                            OCF.sub.2 CHClF                                                                        CH                                             O 0 H  H     H  CH.sub.3                                                                            OCF.sub.2 CHBrF                                                                        CH                                             O 0 H  H     H  CH.sub.3                                                                            OCF.sub.2 CHFCF.sub.3                                                                  CH                                             O 0 H  H     H  CH.sub.3                                                                            SCF.sub.2 H                                                                            CH                                             O 0 H  H     H  CH.sub.3                                                                            SCF.sub.2 CHClF                                                                        CH                                             O 0 H  H     H  CH.sub.3                                                                            SCF.sub.2 CHBrF                                                                        CH                                             O 0 H  H     H  CH.sub.3                                                                            SCF.sub.2 CHFCF.sub.3                                                                  CH                                             O 2 H  H     H  CH.sub.3                                                                            CH.sub.3 CH                                             O 2 H  H     H  CH.sub.3                                                                            OCH.sub.3                                                                              CH                                             O 2 H  H     H  OCH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O 2 H  H     H  Cl    OCH.sub.3                                                                              CH                                             O 2 H  H     H  CH.sub.3                                                                            OCH.sub.3                                                                              N                                              O 2 H  H     H  OCH.sub.3                                                                           OCH.sub.3                                                                              N                                              __________________________________________________________________________

                                      TABLE 9a                                    __________________________________________________________________________     ##STR100##                                                                   W n R  R.sub.1                                                                             R.sub.2  R.sub.5                                                                          X    Y        Z     m.p. (°C.)                __________________________________________________________________________    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  Cl   OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 0 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           CH.sub.3 CH                                     O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  Cl   OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 0 H  H     CH.sub.2 CH.sub.3                                                                      H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 0 H  H     CH(CH.sub.3).sub.2                                                                     H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 0 H  H     CH(CH.sub.3).sub.2                                                                     H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 1 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CH                                     O 1 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 1 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 1 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 N                                      O 1 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 1 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           CH.sub.3 CH                                     O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           CH.sub.3 N                                      O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 1 H  H     CH.sub.2 CH.sub.3                                                                      H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      S 0 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     S 1 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 CH.sub.3                                                                         H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 0 H   -o-F CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   .sub.--m-Cl                                                                        CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   -o-Br                                                                              CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   .sub.--m-CH.sub.3                                                                  CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   -o-OCH.sub.3                                                                       CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H    .sub.--m-CF.sub.3                                                                 CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  Cl   OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           NH.sub.2 CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CF.sub.3 CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            ##STR101##                                                                            CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 OCH.sub.3                              O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 OCH.sub.2 CH.sub.3                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CCl                                    O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CBr                                    O 1 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                     O 1 H  H     CH.sub.3 H  Cl   OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  CH.sub.3                                                                           CH.sub.3 CH                                     O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  Cl   OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 0 H  H     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 0 H  H     H        H  CH.sub.3                                                                           CH.sub.3 CH                                     O 0 H  H     H        H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 0 H  H     H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     H        H  Cl   OCH.sub.3                                                                              CH                                     O 0 H  H     H        H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 0 H  H     H        H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      O 0 H  H     CH.sub.3 CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   .sub.--m-SCH.sub.3                                                                 CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H   .sub.--m-OCF.sub.2 F                                                               CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  F    OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  Br   OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  OCF.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CF.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            ##STR102##                                                                            CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                            ##STR103##                                                                            CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           H        CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CN       CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCF.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCF.sub.3                                                                              CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCF.sub. 2 CHClF                                                                       CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                     O 0 H  H     CH.sub.3 H  CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                     O 2 H  H     CH.sub.3 H  CH.sub.3                                                                           CH.sub.3 CH                                     O 2 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                     O 2 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                     O 2 H  H     CH.sub.3 H  Cl   OCH.sub.3                                                                              CH                                     O 2 H  H     CH.sub.3 H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                      O 2 H  H     CH.sub.3 H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                      __________________________________________________________________________

                                      TABLE 10a                                   __________________________________________________________________________     ##STR104##                                                                   W n R  R.sub.1                                                                            R.sub.5                                                                          X    Y        Z     m.p.(°C.)                           __________________________________________________________________________    O 0 H  H    H  CH.sub.3                                                                           CH.sub.3 CH                                               O 0 H  H    H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                               O 0 H  H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H  H    H  CH.sub.3                                                                           CH.sub.3 N                                                O 0 H  H    H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                                O 0 H  H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                                O 1 H  H    H  CH.sub.3                                                                           CH.sub.3 CH                                               O 1 H  H    H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                               O 1 H  H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 1 H  H    H  CH.sub.3                                                                           CH.sub.3 N                                                O 1 H  H    H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                                O 1 H  H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                                S 0 H  H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               S 1 H  H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 CH.sub.3                                                                         H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                                O 0 H   .sub.-o-F                                                                         H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H   .sub.--m-Cl                                                                       H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H   .sub.-o-Br                                                                        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H   .sub.--m-CH.sub.3                                                                 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H   .sub.-o-OCH.sub.3                                                                 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H   .sub.--m-CF.sub.3                                                                 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H  H    H  Cl   OCH.sub.3                                                                              CH                                               O 0 H  H    H  CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                               O 0 H  H    H  CH.sub.3                                                                           NH.sub.2 CH                                               O 0 H  H    H  CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                               O 0 H  H    H  CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                               O 0 H  H    H  CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                                               O 0 H  H    H  CH.sub.3                                                                           CF.sub.3 CH                                               O 0 H  H    H  CH.sub.3                                                                           SCH.sub.3                                                                              CH                                               O 0 H  H    H  CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                               O 0 H  H    H  CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                               O 0 H  H    H  CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                               O 0 H  H    H  CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                               O 0 H  H    H  CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                               O 0 H  H    H  CH.sub.3                                                                            ##STR105##                                                                            CH                                               O 0 H  H    H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                               O 0 H  H    H  CH.sub.3                                                                           CH.sub.3 CCH.sub.3                                        O 0 H  H    H  CH.sub.3                                                                           CH.sub.3 CCH.sub.2 CH.sub.3                               O 0 H  H    H  CH.sub.3                                                                           CH.sub.3 CCl                                              O 0 H  H    H  CH.sub.3                                                                           CH.sub.3 CBr                                              O 1 H  H    H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                               O 1 H  H    H  Cl   OCH.sub.3                                                                              CH                                               O 0 H  H    CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H   .sub.--m-SCH.sub.3                                                                H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H   .sub.--m-OCF.sub.2 H                                                              H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H  H    H  F    OCH.sub.3                                                                              CH                                               O 0 H  H    H  CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                                               O 0 H  H    H  OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH                                               O 0 H  H    H  OCF.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H  H    H  CF.sub.3                                                                           OCH.sub.3                                                                              CH                                               O 0 H  H    H  CH.sub.3                                                                            ##STR106##                                                                            CH                                               O 0 H  H    H  Br   OCH.sub.3                                                                              CH                                               O 0 H  H    H  CH.sub.3                                                                            ##STR107##                                                                            CH                                               O 0 H  H    H  CH.sub.3                                                                           H        CH                                               O 0 H  H    H  CH.sub.3                                                                           CN       CH                                               O 0 H  H    H  CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                               O 0 H  H    H  CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                               O 0 H  H    H  CH.sub.3                                                                           OCF.sub.3                                                                              CH                                               O 0 H  H    H  CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                               O 0 H  H    H  CH.sub.3                                                                           SCF.sub.3                                                                              CH                                               O 0 H  H    H  CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                               O 0 H  H    H  CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                               O 0 H  H    H  CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                               O 0 H  H    H  CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                               O 0 H  H    H  CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                               O 0 H  H    H  CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                               O 0 H  H    H  CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                               O 0 H  H    H  CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                               O 2 H  H    H  CH.sub.3                                                                           CH.sub.3 CH                                               O 2 H  H    H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                               O 2 H  H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 2 H  H    H  Cl   OCH.sub.3                                                                              CH                                               O 2 H  H    H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                                O 2 H  H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                                __________________________________________________________________________

                                      TABLE 10b                                   __________________________________________________________________________     ##STR108##                                                                   W n R  R.sub.1                                                                            R.sub.5                                                                          X    Y        Z     m.p.(°C.)                           __________________________________________________________________________    O 0 H  H    H  CH.sub.3                                                                           CH.sub.3 CH                                               O 0 H  H    H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                               O 0 H  H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H  H    H  CH.sub.3                                                                           CH.sub.3 N                                                O 0 H  H    H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                                O 0 H  H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                                O 1 H  H    H  CH.sub.3                                                                           CH.sub.3 CH                                               O 1 H  H    H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                               O 1 H  H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 1 H  H    H  CH.sub.3                                                                           CH.sub.3 N                                                O 1 H  H    H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                                O 1 H  H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                                S 0 H  H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               S 1 H  H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 CH.sub.3                                                                         H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                                O 0 H   .sub.-o-F                                                                         H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H   .sub.--m-Cl                                                                       H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H   .sub.-o-Br                                                                        H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H   .sub.--m-CH.sub.3                                                                 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H   .sub.-o-OCH.sub.3                                                                 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H   .sub.--m-CF.sub.3                                                                 H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H  H    H  Cl   OCH.sub.3                                                                              CH                                               O 0 H  H    H  CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                               O 0 H  H    H  CH.sub.3                                                                           NH.sub. 2                                                                              CH                                               O 0 H  H    H  CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                               O 0 H  H    H  CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                               O 0 H  H    H  CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                                               O 0 H  H    H  CH.sub.3                                                                           CF.sub.3 CH                                               O 0 H  H    H  CH.sub.3                                                                           SCH.sub.3                                                                              CH                                               O 0 H  H    H  CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                               O 0 H  H    H  CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                               O 0 H  H    H  CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                               O 0 H  H    H  CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                               O 0 H  H    H  CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                               O 0 H  H    H  CH.sub.3                                                                            ##STR109##                                                                            CH                                               O 0 H  H    H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                               O 0 H  H    H  CH.sub.3                                                                           CH.sub.3 CCH.sub.3                                        O 0 H  H    H  CH.sub.3                                                                           CH.sub.3 CCH.sub.2 CH.sub.3                               O 0 H  H    H  CH.sub.3                                                                           CH.sub.3 CCl                                              O 0 H  H    H  CH.sub.3                                                                           CH.sub.3 CBr                                              O 1 H  H    H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                               O 1 H  H    H  Cl   OCH.sub.3                                                                              CH                                               O 0 H  H    CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H   .sub.--m-SCH.sub.3                                                                H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H   .sub.--m-OCF.sub.2 H                                                              H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H  H    H  F    OCH.sub.3                                                                              CH                                               O 0 H  H    H  CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                                               O 0 H  H    H  OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH                                               O 0 H  H    H  OCF.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 0 H  H    H  CF.sub.3                                                                           OCH.sub.3                                                                              CH                                               O 0 H  H    H  CH.sub.3                                                                            ##STR110##                                                                            CH                                               O 0 H  H    H  Br   OCH.sub.3                                                                              CH                                               O 0 H  H    H  CH.sub.3                                                                            ##STR111##                                                                            CH                                               O 0 H  H    H  CH.sub.3                                                                           H        CH                                               O 0 H  H    H  CH.sub.3                                                                           CN       CH                                               O 0 H  H    H  CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                               O 0 H  H    H  CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                               O 0 H  H    H  CH.sub.3                                                                           OCF.sub.3                                                                              CH                                               O 0 H  H    H  CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                               O 0 H  H    H  CH.sub.3                                                                           SCF.sub.3                                                                              CH                                               O 0 H  H    H  CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                               O 0 H  H    H  CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                               O 0 H  H    H  CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                               O 0 H  H    H  CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                               O 0 H  H    H  CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                               O 0 H  H    H  CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                               O 0 H  H    H  CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                               O 0 H  H    H  CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                               O 2 H  H    H  CH.sub.3                                                                           CH.sub.3 CH                                               O 2 H  H    H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                               O 2 H  H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                               O 2 H  H    H  Cl   OCH.sub.3                                                                              CH                                               O 2 H  H    H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                                O 2 H  H    H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                                __________________________________________________________________________

                                      TABLE 11a                                   __________________________________________________________________________     ##STR112##                                                                   W n R  R.sub.1                                                                            R.sub.6                                                                          R.sub.7                                                                          X    Y        Z     m.p. (°C.)                       __________________________________________________________________________    O 0 H  H    H  H  CH.sub.3                                                                           CH.sub.3 CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                            O 0 H  H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                            O 0 H  H    H  H  Cl   OCH.sub.3                                                                              CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                             O 0 H  H    H  H  OCH.sub. 3                                                                         OCH.sub.3                                                                              N                                             O 0 H  H    CH.sub.3                                                                         H  CH.sub.3                                                                           CH.sub.3 CH                                            O 0 H  H    H  CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                            O 0 H  H    CH.sub.3                                                                         H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                            O 0 H  H    H  CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                            O 0 H  H    CH.sub.3                                                                         H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                             O 0 H  H    H  CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                             O 0 H  H    CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           CH.sub.3 CH                                            O 0 H  H    CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                            O 0 H  H    CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                            O 0 H  H    CH.sub.3                                                                         CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                            O 0 H  H    CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              N                                             O 0 H  H    CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                             O 0 H  H    H  H  CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                            O 0 H   .sub.--m-F                                                                        H  H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                            O 0 H   .sub.-o-Cl                                                                        H  H  CH.sub.3                                                                           NH.sub.2 CH                                            O 0 H   .sub.--m-Br                                                                       H  H  CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                            O 0 H   .sub.-o-CH.sub.3                                                                  H  H  CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                            O 0 H   .sub.--m-OCH.sub.3                                                                H  H  CH.sub.3                                                                           C.sub.2 H.sub.5                                                                        CH                                            O 0 H   .sub.-o-CF.sub.3                                                                  H  H  CH.sub.3                                                                           CF.sub.3 CH                                            O 0 H   .sub.--m-SCH.sub.3                                                                H  H  CH.sub.3                                                                           SCH.sub.3                                                                              CH                                            O 0 H   .sub.-o-OCF.sub.2 H                                                               H  H  CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                            O 0 H   .sub.-o-OCF.sub.2 H                                                               H  H  CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                            O 0 H  H    H  H  CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                            O 0 H  H    H  H  CH.sub.3                                                                            ##STR113##                                                                            CH                                            O 0 H  H    H  H  CH.sub.3                                                                            ##STR114##                                                                            CH                                            O 0 H  H    H  H  CH.sub.3                                                                            ##STR115##                                                                            CH                                            O 0 H  H    H  H  CH.sub.3                                                                           H        CH                                            O 0 H  H    H  H  CH.sub.3                                                                           CN       CH                                            O 0 H  H    H  H  CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCF.sub.3                                                                              CH                                            O 0 H  H    H  H  CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                            O 0 H  H    H  H  CH.sub.3                                                                           SCF.sub.3                                                                              CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                            O 0 H  H    H  H  CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                            O 0 H  H    H  H  CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                            O 0 H  H    H  H  CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                            O 0 H  H    H  H  CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                            O 0 H  H    H  H  CH.sub.2 F                                                                         CH.sub.3 CH                                            O 0 H  H    H  H  F    OCH.sub.3                                                                              CH                                            O 0 H  H    H  H  Br   OCH.sub.3                                                                              CH                                            O 0 H  H    H  H  OCF.sub.2 H                                                                        CH.sub.3 CH                                            O 0 H  H    H  H  OCF.sub.3                                                                          CH.sub.3 CH                                            O 0 H  H    H  H  CF.sub.3                                                                           CH.sub.3 CH                                            S 0 H  H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                            O 0 CH.sub.3                                                                         H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                             O 1 H  H    H  H  CH.sub.3                                                                           CH.sub.3 CH                                            O 1 H  H    H  H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                            O 1 H  H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                            O 1 H  H    H  H  Cl   OCH.sub.3                                                                              CH                                            O 1 H  H    H  H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                             O 1 H  H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                             O 1 H  H    CH.sub.3                                                                         H  CH.sub.3                                                                           CH.sub.3 CH                                            O 1 H  H    H  CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                            O 1 H  H    CH.sub.3                                                                         H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                            O 1 H  H    H  CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                            O 1 H  H    CH.sub.3                                                                         H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                             O 1 H  H    H  CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                             O 1 H  H    CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           CH.sub.3 CH                                            O 1 H  H    CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                            O 1 H  H    CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                            O 1 H  H    CH.sub.3                                                                         CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                            O 1 H  H    CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              N                                             O 1 H  H    CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                             O 2 H  H    H  H  CH.sub.3                                                                           CH.sub.3 CH                                            O 2 H  H    H  H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                            O 2 H  H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                            O 2 H  H    H  H  Cl   OCH.sub.3                                                                              CH                                            O 2 H  H    H  H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                             O 2 H  H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                             __________________________________________________________________________

                                      TABLE 11b                                   __________________________________________________________________________     ##STR116##                                                                   W n R  R.sub.1                                                                            R.sub.6                                                                          R.sub.7                                                                          X    Y        Z     m.p. (°C.)                       __________________________________________________________________________    O 0 H  H    H  H  CH.sub.3                                                                           CH.sub.3 CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                            O 0 H  H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                            O 0 H  H    H  H  Cl   OCH.sub.3                                                                              CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                             O 0 H  H    H  H  OCH.sub. 3                                                                         OCH.sub.3                                                                              N                                             O 0 H  H    CH.sub.3                                                                         H  CH.sub.3                                                                           CH.sub.3 CH                                            O 0 H  H    H  CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                            O 0 H  H    CH.sub.3                                                                         H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                            O 0 H  H    H  CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                            O 0 H  H    CH.sub.3                                                                         H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                             O 0 H  H    H  CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                             O 0 H  H    CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           CH.sub.3 CH                                            O 0 H  H    CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                            O 0 H  H    CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                            O 0 H  H    CH.sub.3                                                                         CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                            O 0 H  H    CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              N                                             O 0 H  H    CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                             O 0 H  H    H  H  CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                            O 0 H   .sub.--m-F                                                                        H  H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                            O 0 H   .sub.-o-Cl                                                                        H  H  CH.sub.3                                                                           NH.sub.2 CH                                            O 0 H   .sub.--m-Br                                                                       H  H  CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                            O 0 H   .sub.-o-CH.sub.3                                                                  H  H  CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                            O 0 H   .sub.--m-OCH.sub.3                                                                H  H  CH.sub.3                                                                           C.sub.2 H.sub.5                                                                        CH                                            O 0 H   .sub.-o-CF.sub.3                                                                  H  H  CH.sub.3                                                                           CF.sub.3 CH                                            O 0 H   .sub.--m-SCH.sub.3                                                                H  H  CH.sub.3                                                                           SCH.sub.3                                                                              CH                                            O 0 H   .sub.-o-OCF.sub.2 H                                                               H  H  CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                            O 0 H   .sub.-o-OCF.sub.2 H                                                               H  H  CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                            O 0 H  H    H  H  CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                            O 0 H  H    H  H  CH.sub.3                                                                            ##STR117##                                                                            CH                                            O 0 H  H    H  H  CH.sub.3                                                                            ##STR118##                                                                            CH                                            O 0 H  H    H  H  CH.sub.3                                                                            ##STR119##                                                                            CH                                            O 0 H  H    H  H  CH.sub.3                                                                           H        CH                                            O 0 H  H    H  H  CH.sub.3                                                                           CN       CH                                            O 0 H  H    H  H  CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCF.sub.3                                                                              CH                                            O 0 H  H    H  H  CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                            O 0 H  H    H  H  CH.sub.3                                                                           SCF.sub.3                                                                              CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                            O 0 H  H    H  H  CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                            O 0 H  H    H  H  CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                            O 0 H  H    H  H  CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                            O 0 H  H    H  H  CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                            O 0 H  H    H  H  CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                            O 0 H  H    H  H  CH.sub.2 F                                                                         CH.sub.3 CH                                            O 0 H  H    H  H  F    OCH.sub.3                                                                              CH                                            O 0 H  H    H  H  Br   OCH.sub.3                                                                              CH                                            O 0 H  H    H  H  OCF.sub.2 H                                                                        CH.sub.3 CH                                            O 0 H  H    H  H  OCF.sub.3                                                                          CH.sub.3 CH                                            O 0 H  H    H  H  CF.sub.3                                                                           CH.sub.3 CH                                            S 0 H  H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                            O 0 CH.sub.3                                                                         H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                             O 1 H  H    H  H  CH.sub.3                                                                           CH.sub.3 CH                                            O 1 H  H    H  H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                            O 1 H  H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                            O 1 H  H    H  H  Cl   OCH.sub.3                                                                              CH                                            O 1 H  H    H  H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                             O 1 H  H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                             O 1 H  H    CH.sub.3                                                                         H  CH.sub.3                                                                           CH.sub.3 CH                                            O 1 H  H    H  CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                            O 1 H  H    CH.sub.3                                                                         H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                            O 1 H  H    H  CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                            O 1 H  H    CH.sub.3                                                                         H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                             O 1 H  H    H  CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                             O 1 H  H    CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           CH.sub.3 CH                                            O 1 H  H    CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                            O 1 H  H    CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                            O 1 H  H    CH.sub.3                                                                         CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                            O 1 H  H    CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              N                                             O 1 H  H    CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                             O 2 H  H    H  H  CH.sub.3                                                                           CH.sub.3 CH                                            O 2 H  H    H  H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                            O 2 H  H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                            O 2 H  H    H  H  Cl   OCH.sub.3                                                                              CH                                            O 2 H  H    H  H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                             O 2 H  H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                             __________________________________________________________________________

                                      TABLE 12a                                   __________________________________________________________________________     ##STR120##                                                                   W n R  R.sub.1                                                                             R.sub.5                                                                          R.sub.6                                                                          R.sub.7                                                                          X    Y        Z  m.p. (° C.)                     __________________________________________________________________________    O 0 H  H     H  H  H  CH.sub.3                                                                           CH.sub.3 CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                        O 0 H  H     H  H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                        O 0 H  H     H  H  H  Cl   OCH.sub.3                                                                              CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           OCH.sub. 3                                                                             N                                         O 0 H  H     H  H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                         O 0 H  H     H  CH.sub.3                                                                         H  CH.sub.3                                                                           CH.sub.3 CH                                        O 0 H  H     H  H  CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                        O 0 H  H     H  CH.sub.3                                                                         H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                        O 0 H  H     H  H  CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                        O 0 H  H     H  CH.sub.3                                                                         H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                         O 0 H  H     H  H  CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                         O 0 H  H     H  CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           CH.sub.3 CH                                        O 0 H  H     H  CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                        O 0 H  H     H  CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                        O 0 H  H     H  CH.sub.3                                                                         CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                        O 0 H  H     H  CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              N                                         O 0 H  H     H  CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                         O 0 H  H     CH.sub.3                                                                         H  H  CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                        O 0 H   .sub.--m-F                                                                         H  H  H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                        O 0 H   -o-Cl                                                                              H  H  H  CH.sub.3                                                                           NH.sub.2 CH                                        O 0 H   .sub.--m-Br                                                                        H  H  H  CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                        O 0 H   -o-CH.sub.3                                                                        H  H  H  CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                        O 0 H   .sub.--m-OCH.sub.3                                                                 H  H  H  CH.sub.3                                                                           C.sub.2 H.sub.5                                                                        CH                                        O 0 H   -o-CF.sub.3                                                                        H  H  H  CH.sub.3                                                                           CF.sub.3 CH                                        O 0 H   .sub.--m-SCH.sub.3                                                                 H  H  H  CH.sub.3                                                                           SCH.sub.3                                                                              CH                                        O 0 H   -o-OCF.sub.2 H                                                                     H  H  H  CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                        O 0 H   -o-OCF.sub.2 H                                                                     H  H  H  CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                            ##STR121##                                                                            CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                            ##STR122##                                                                            CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                            ##STR123##                                                                            CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           H        CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           CN       CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           OCF.sub.3                                                                              CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           SCF.sub.3                                                                              CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                        O 0 H  H     H  H  H  CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                        O 0 H  H     H  H  H  CH.sub.2 F                                                                         CH.sub.3 CH                                        O 0 H  H     H  H  H  F    OCH.sub.3                                                                              CH                                        O 0 H  H     H  H  H  Br   OCH.sub.3                                                                              CH                                        O 0 H  H     H  H  H  OCF.sub.2 H                                                                        CH.sub.3 CH                                        O 0 H  H     H  H  H  OCF.sub.3                                                                          CH.sub.3 CH                                        O 0 H  H     H  H  H  CF.sub.3                                                                           CH.sub.3 CH                                        S 0 H  H     H  H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                        O 0 CH.sub.3                                                                         H     H  H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                         O 1 H  H     H  H  H  CH.sub.3                                                                           CH.sub.3 CH                                        O 1 H  H     H  H  H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                        O 1 H  H     H  H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                        O 1 H  H     H  H  H  Cl   OCH.sub.3                                                                              CH                                        O 1 H  H     H  H  H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                         O 1 H  H     H  H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                         O 1 H  H     H  CH.sub.3                                                                         H  CH.sub.3                                                                           CH.sub.3 CH                                        O 1 H  H     H  H  CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                        O 1 H  H     H  CH.sub.3                                                                         H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                        O 1 H  H     H  H  CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                        O 1 H  H     H  CH.sub.3                                                                         H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                         O 1 H  H     H  H  CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                         O 1 H  H     H  CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           CH.sub.3 CH                                        O 1 H  H     H  CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                        O 1 H  H     H  CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                        O 1 H  H     H  CH.sub.3                                                                         CH.sub.3                                                                         Cl   OCH.sub. 3                                                                             CH                                        O 1 H  H     H  CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              N                                         O 1 H  H     H  CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                         O 2 H  H     H  H  H  CH.sub.3                                                                           CH.sub.3 CH                                        O 2 H  H     H  H  H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                        O 2 H  H     H  H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                        O 2 H  H     H  H  H  Cl   OCH.sub.3                                                                              CH                                        O 2 H  H     H  H  H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                         O 2 H  H     H  H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                         __________________________________________________________________________

                                      TABLE 13a                                   __________________________________________________________________________     ##STR124##                                                                   W R  R.sub.1                                                                             R.sub.2  X    Y        Z     m.p. (°C.)                     __________________________________________________________________________    S H  H     CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           NH.sub.2 CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CF.sub.3 CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                          O H  H     CH.sub.3 CH.sub.3                                                                            ##STR125##                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                            ##STR126##                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                            ##STR127##                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           H        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CN       CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CCH.sub.3                                   O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CCH.sub.2 CH.sub.3                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CCl                                         O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CBr                                         O H  H     CH.sub.3 F    OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 Br   OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 OCF.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CF.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-F                                                                         CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   -o-Cl                                                                              CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-Br                                                                        CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   -o-CH.sub.3                                                                        CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-CF.sub.3                                                                  CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   -o-SCH.sub.3                                                                       CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-OCH.sub.3                                                                 CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   -o-OCF.sub.2 H                                                                     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O CH.sub.3                                                                         H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           CH.sub.3 CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub. 3                                                                             CH                                          O H  H     H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     H        Cl   OCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              N                                           O H  H     H        OCH.sub.3                                                                          OCH.sub.3                                                                              N                                           O H  H     CH.sub.3 CH.sub.3                                                                           CH.sub.3 CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              CH    205-210                               O H  H     CH.sub.3 Cl   OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              N                                           O H  H     CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              N                                           O H  H     CH.sub.2 CH.sub.3                                                                      CH.sub.3                                                                           CH.sub.3 CH                                          O H  H     CH.sub.2 CH.sub.3                                                                      CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.3                                                                      OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.3                                                                      Cl   OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.3                                                                      CH.sub.3                                                                           OCH.sub.3                                                                              N                                           O H  H     CH.sub.2 CH.sub.3                                                                      OCH.sub.3                                                                          OCH.sub.3                                                                              N                                           O H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          __________________________________________________________________________

                  TABLE 14a                                                       ______________________________________                                         ##STR128##                                                                                                               m.p.                              W   R      R.sub.1   X      Y          Z    (°C.)                      ______________________________________                                        S   H      H         OCH.sub.3                                                                            OCH.sub.3  CH                                     O   H      H         CH.sub.3                                                                             OCH.sub.2 CH.sub.3                                                                       CH                                     O   H      H         CH.sub.3                                                                             CH.sub.2 OCH.sub.3                                                                       CH                                     O   H      H         CH.sub.3                                                                             NH.sub.2   CH                                     O   H      H         CH.sub.3                                                                             NHCH.sub.3 CH                                     O   H      H         CH.sub.3                                                                             N(CH.sub.3).sub.2                                                                        CH                                     O   H      H         CH.sub.3                                                                             CH.sub.2 CH.sub.3                                                                        CH                                     O   H      H         CH.sub.3                                                                             CF.sub.3   CH                                     O   H      H         CH.sub.3                                                                             SCH.sub.3  CH                                     O   H      H         CH.sub.3                                                                             OCH.sub.2 CHCH.sub.2                                                                     CH                                     O   H      H         CH.sub.3                                                                             OCH.sub.2 CCH                                                                            CH                                     O   H      H         CH.sub.3                                                                             OCH.sub.2 CF.sub.3                                                                       CH                                     O   H      H         CH.sub.3                                                                             OCH.sub.2 CH.sub.2 OCH.sub.3                                                             CH                                     O   H      H         CH.sub.3                                                                             CH(OCH.sub.3).sub.2                                                                      CH                                     O   H      H         CH.sub.3                                                                              ##STR129##                                                                              CH                                     O   H      H         CH.sub.3                                                                              ##STR130##                                                                              CH                                     O   H      H         CH.sub.3                                                                              ##STR131##                                                                              CH                                     O   H      H         CH.sub.3                                                                             H          CH                                     O   H      H         CH.sub.3                                                                             CN         CH                                     O   H      H         CH.sub.3                                                                             CH(OCH.sub.2 CH.sub.3).sub.2                                                             CH                                     O   H      H         CH.sub.3                                                                             OCH.sub.2 F                                                                              CH                                     O   H      H         CH.sub.3                                                                             OCF.sub.3  CH                                     O   H      H         CH.sub.3                                                                             SCH.sub.2 F                                                                              CH                                     O   H      H         CH.sub.3                                                                             SCF.sub.3  CH                                     O   H      H         CH.sub.3                                                                             OCF.sub.2 H                                                                              CH                                     O   H      H         CH.sub.3                                                                             OCF.sub.2 CHClF                                                                          CH                                     O   H      H         CH.sub.3                                                                             OCF.sub.2 CHBrF                                                                          CH                                     O   H      H         CH.sub.3                                                                             OCF.sub.2 CHFCF.sub.3                                                                    CH                                     O   H      H         CH.sub.3                                                                             SCF.sub.2 H                                                                              CH                                     O   H      H         CH.sub.3                                                                             SCF.sub.2 CHClF                                                                          CH                                     O   H      H         CH.sub.3                                                                             SCF.sub.2 CHBrF                                                                          CH                                     O   H      H         CH.sub.3                                                                             SCF.sub.2 CHFCF.sub.3                                                                    CH                                     O   H      H         CH.sub.3                                                                             OCH.sub.3  CCH.sub.3                              O   H      H         CH.sub.3                                                                             OCH.sub.3  CCH.sub.2 CH.sub.3                     O   H      H         CH.sub.3                                                                             OCH.sub.3  CCl                                    O   H      H         CH.sub.3                                                                             OCH.sub.3  CBr                                    O   H      H         F      OCH.sub.3  CH                                     O   H      H         Br     OCH.sub.3  CH                                     O   H      H         CH.sub.2 F                                                                           OCH.sub.3  CH                                     O   H      H         OCF.sub.2 H                                                                          OCH.sub.3  CH                                     O   H      H         OCF.sub.3                                                                            OCH.sub.3  CH                                     O   H      H         CF.sub.3                                                                             OCH.sub.3  CH                                     O   H       .sub.--m-F                                                                             CH.sub.3                                                                             OCH.sub.3  CH                                     O   H       -o-Cl    CH.sub.3                                                                             OCH.sub.3  CH                                     O   H       .sub.--m-Br                                                                            CH.sub.3                                                                             OCH.sub.3  CH                                     O   H       -o-CH.sub.3                                                                            CH.sub.3                                                                             OCH.sub.3  CH                                     O   H       .sub.--m-CF.sub.3                                                                      CH.sub.3                                                                             OCH.sub.3  CH                                     O   H       -o-SCH.sub.3                                                                           CH.sub.3                                                                             OCH.sub.3  CH                                     O   H       .sub.--m-OCH.sub.3                                                                     CH.sub.3                                                                             OCH.sub.3  CH                                     O   H       -o-OCF.sub.2 H                                                                         CH.sub.3                                                                             OCH.sub.3  CH                                     O   CH.sub.3                                                                             H         CH.sub.3                                                                             OCH.sub.3  CH                                     O   H      H         CH.sub.3                                                                             CH.sub.3   CH                                     O   H      H         CH.sub.3                                                                             OCH.sub.3  CH                                     O   H      H         OCH.sub.3                                                                            OCH.sub.3  CH                                     O   H      H         Cl     OCH.sub.3  CH                                     O   H      H         CH.sub.3                                                                             OCH.sub.3  N                                      O   H      H         OCH.sub.3                                                                            OCH.sub.3  N                                      ______________________________________                                    

                                      TABLE 15a                                   __________________________________________________________________________     ##STR132##                                                                   W R  R.sub.1                                                                             R.sub.2  X    Y        Z     m.p. (°C.)                     __________________________________________________________________________    S H  H     CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           NH.sub.2 CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CF.sub.3 CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                          O H  H     CH.sub.3 CH.sub.3                                                                            ##STR133##                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                            ##STR134##                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                            ##STR135##                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           H        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CN       CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CCH.sub.3                                   O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CCH.sub.2 CH.sub.3                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CCl                                         O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CBr                                         O H  H     CH.sub.3 F    OCH.sub.3                                                                              CH                                          O H  H     CH.sub. 3                                                                              Br   OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 OCF.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CF.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-F                                                                         CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H    -o-Cl                                                                             CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-Br                                                                        CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H    -o-CH.sub.3                                                                       CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-CF.sub.3                                                                  CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H    -o-SCH.sub.3                                                                      CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-OCH.sub.3                                                                 CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H    -o-OCF.sub.2 H                                                                    CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O CH.sub.3                                                                         H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           CH.sub.3 CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     H        Cl   OCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              N                                           O H  H     H        OCH.sub.3                                                                          OCH.sub.3                                                                              N                                           O H  H     CH.sub.3 CH.sub.3                                                                           CH.sub.3 CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 Cl   OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              N                                           O H  H     CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              N                                           O H  H     CH.sub.3 CH.sub.3                                                                      CH.sub.3                                                                           CH.sub.3 CH                                          O H  H     CH.sub.2 CH.sub.3                                                                      CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.3                                                                      OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.3                                                                      Cl   OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.3                                                                      CH.sub.3                                                                           OCH.sub.3                                                                              N                                           O H  H     CH.sub.2 CH.sub.3                                                                      OCH.sub.3                                                                          OCH.sub.3                                                                              N                                           O H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          __________________________________________________________________________

                                      TABLE 16a                                   __________________________________________________________________________     ##STR136##                                                                   W R  R.sub.1                                                                             R.sub.4  X    Y        Z     m.p. (°C.)                     __________________________________________________________________________    S H  H     H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                          O H  H     H        CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                          O H  H     H        CH.sub.3                                                                           NH.sub.2 CH                                          O H  H     H        CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                          O H  H     H        CH.sub.3                                                                           N(CH.sub.2).sub.2                                                                      CH                                          O H  H     H        CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                                          O H  H     H        CH.sub.3                                                                           CF.sub.3 CH                                          O H  H     H        CH.sub.3                                                                           SCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                          O H  H     H        CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                          O H  H     H        CH.sub.3                                                                            ##STR137##                                                                            CH                                          O H  H     H        CH.sub.3                                                                            ##STR138##                                                                            CH                                          O H  H     H        CH.sub.3                                                                            ##STR139##                                                                            CH                                          O H  H     H        CH.sub.3                                                                           H        CH                                          O H  H     H        CH.sub.3                                                                           CN       CH                                          O H  H     H        CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                          O H  H     H        CH.sub. 3                                                                          OCH.sub.2 F                                                                            CH                                          O H  H     H        CH.sub.3                                                                           OCF.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                          O H  H     H        CH.sub.3                                                                           SCF.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                          O H  H     H        CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                          O H  H     H        CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                          O H  H     H        CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                          O H  H     H        CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                          O H  H     H        CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                          O H  H     H        CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                          O H  H     H        CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CCH.sub.3                                   O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CCH.sub.2 CH.sub.3                          O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CCl                                         O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CBr                                         O H  H     H        F    OCH.sub.3                                                                              CH                                          O H  H     H        Br   OCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                                          O H  H     H        OCF.sub.2 F                                                                        OCH.sub.3                                                                              CH                                          O H  H     H        OCF.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     H        CF.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-F                                                                         H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H    -o-Cl                                                                             H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-Br                                                                        H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H    -o-CH.sub.3                                                                       H        OCH.sub.3                                                                          CH                                                   O H   .sub.--m-CF.sub.3                                                                  H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H    -o-SCH.sub.3                                                                      H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-OCH.sub.3                                                                 H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H    -o-OCF.sub.2 H                                                                    H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O CH.sub.3                                                                         H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           CH.sub.3 CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH    226-236°                       O H  H     H        Cl   OCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              N                                           O H  H     H        OCH.sub.3                                                                          OCH.sub.3                                                                              N                                           O H  H     CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.3                                                                      OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          __________________________________________________________________________

                                      TABLE 17a                                   __________________________________________________________________________     ##STR140##                                                                   W R  R.sub.1                                                                            X    Y         Z      m.p (°C.)                              __________________________________________________________________________    S H  H    OCH.sub.3                                                                          OCH.sub.3 CH                                                   O H  H    CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                      CH                                                   O H  H    CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                      CH                                                   O H  H    CH.sub.3                                                                           NH.sub.2  CH                                                   O H  H    CH.sub.3                                                                           NHCH.sub.3                                                                              CH                                                   O H  H    CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                       CH                                                   O H  H    CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                       CH                                                   O H  H    CH.sub.3                                                                           CF.sub.3  CH                                                   O H  H    CH.sub.3                                                                           SCH.sub.3 CH                                                   O H  H    CH.sub.3                                                                           OCH.sub.2 CHCH.sub. 2                                                                   CH                                                   O H  H    CH.sub.3                                                                           OCH.sub.2 CCH                                                                           CH                                                   O H  H    CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                      CH                                                   O H  H    CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                            CH                                                   O H  H    CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                     CH                                                   O H  H    CH.sub.3                                                                            ##STR141##                                                                             CH                                                   O H  H    CH.sub.3                                                                            ##STR142##                                                                             CH                                                   O H  H    CH.sub.3                                                                            ##STR143##                                                                             CH                                                   O H  H    CH.sub.3                                                                           H         CH                                                   O H  H    CH.sub.3                                                                           CN        CH                                                   O H  H    CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                            CH                                                   O H  H    CH.sub.3                                                                           OCH.sub.2 F                                                                             CH                                                   O H  H    CH.sub.3                                                                           OCF.sub.3 CH                                                   O H  H    CH.sub.3                                                                           SCH.sub.2 F                                                                             CH                                                   O H  H    CH.sub.3                                                                           SCF.sub.3 CH                                                   O H  H    CH.sub.3                                                                           OCF.sub.2 H                                                                             CH                                                   O H  H    CH.sub.3                                                                           OCF.sub.2 CHClF                                                                         CH                                                   O H  H    CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                         CH                                                   O H  H    CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                   CH                                                   O H  H    CH.sub.3                                                                           SCF.sub.2 H                                                                             CH                                                   O H  H    CH.sub.3                                                                           SCF.sub.2 CHClF                                                                         CH                                                   O H  H    CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                         CH                                                   O H  H    CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                   CH                                                   O H  H    CH.sub.3                                                                           OCH.sub.3 CCH.sub.3                                            O H  H    CH.sub.3                                                                           OCH.sub.3 CCH.sub.2 CH.sub.3                                   O H  H    CH.sub.3                                                                           OCH.sub.3 CCl                                                  O H  H    CH.sub.3                                                                           OCH.sub.3 CBr                                                  O H  H    F    OCH.sub.3 CH                                                   O H  H    Br   OCH.sub.3 CH                                                   O H  H    CH.sub.2 F                                                                         OCH.sub.3 CH                                                   O H  H    OCF.sub.2 H                                                                        OCH.sub.3 CH                                                   O H  H    OCF.sub.3                                                                          OCH.sub.3 CH                                                   O H  H    CF.sub.3                                                                           OCH.sub.3 CH                                                   O H   .sub.--m-F                                                                        CH.sub.3                                                                           OCH.sub.3 CH                                                   O H    -o-Cl                                                                            CH.sub.3                                                                           OCH.sub.3 CH                                                   O H   .sub.--m-Br                                                                       CH.sub.3                                                                           OCH.sub.3 CH                                                   O H     -o-CH.sub.3                                                                     CH.sub.3                                                                           OCH.sub.3 CH                                                   O H   .sub.--m-CF.sub.3                                                                 CH.sub.3                                                                           OCH.sub.3 CH                                                   O H    -o-SCH.sub.3                                                                     CH.sub.3                                                                           OCH.sub.3 CH                                                   O H   .sub.--m-OCH.sub.3                                                                CH.sub.3                                                                           OCH.sub.3 CH                                                   O H    -o-OCF.sub.2 H                                                                   CH.sub.3                                                                           OCH.sub.3 CH                                                   O CH.sub.3                                                                         H    CH.sub.3                                                                           OCH.sub.3 CH                                                   O H  H    CH.sub.3                                                                           CH.sub.3  CH                                                   O H  H    CH.sub.3                                                                           OCH.sub.3 CH                                                   O H  H    OCH.sub.3                                                                          OCH.sub.3 CH                                                   O H  H    Cl   OCH.sub.3 CH                                                   O H  H    CH.sub.3                                                                           OCH.sub.3 N                                                    O H  H    OCH.sub.3                                                                          OCH.sub.3 N                                                    __________________________________________________________________________

                                      TABLE 18a                                   __________________________________________________________________________     ##STR144##                                                                   W R  R.sub.1                                                                             R.sub.2  X    Y        Z     m.p. (°C.)                     __________________________________________________________________________    S H  H     CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           NH.sub.2 CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CF.sub.3 CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                          O H  H     CH.sub.3 CH.sub.3                                                                            ##STR145##                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                            ##STR146##                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                            ##STR147##                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           H        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CN       CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CCH.sub.3                                   O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CCH.sub.2 CH.sub.3                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CCl                                         O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CBr                                         O H  H     CH.sub.3 F    OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 Br   OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 OCF.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CF.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-F                                                                         CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   -o-Cl                                                                              CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-Br                                                                        CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   -o-CH.sub.3                                                                        CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-CF.sub.3                                                                  CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   -o-SCH.sub.3                                                                       CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-OCH.sub.3                                                                 CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   -o-OCF.sub.2 H                                                                     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O CH.sub.3                                                                         H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           CH.sub.3 CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     H        Cl   OCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              N                                           O H  H     H        OCH.sub.3                                                                          OCH.sub.3                                                                              N                                           O H  H     CH.sub.3 CH.sub.3                                                                           CH.sub.3 CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 Cl   OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              N                                           O H  H     CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              N                                           O H  H     CH.sub.2 CH.sub.3                                                                      CH.sub.3                                                                           CH.sub.3 CH                                          O H  H     CH.sub.2 CH.sub.3                                                                      CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.3                                                                      OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.3                                                                      Cl   OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.3                                                                      CH.sub.3                                                                           OCH.sub.3                                                                              N                                           O H  H     CH.sub.2 CH.sub.3                                                                      OCH.sub.3                                                                          OCH.sub.3                                                                              N                                           O H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          __________________________________________________________________________

                                      TABLE 19a                                   __________________________________________________________________________     ##STR148##                                                                   W R   R.sub.1                                                                             X     Y         Z     m.p. (°C.)                           __________________________________________________________________________    S H   H     OCH.sub.3                                                                           OCH.sub.3 CH                                                O H   H     CH.sub.3                                                                            OCH.sub.2 CH.sub.3                                                                      CH                                                O H   H     CH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                      CH                                                O H   H     CH.sub.3                                                                            NH.sub.2  CH                                                O H   H     CH.sub.3                                                                            NHCH.sub.3                                                                              CH                                                O H   H     CH.sub.3                                                                            N(CH.sub.3).sub.2                                                                       CH                                                O H   H     CH.sub.3                                                                            CH.sub.2 CH.sub.3                                                                       CH                                                O H   H     CH.sub.3                                                                            CF.sub.3  CH                                                O H   H     CH.sub.3                                                                            SCH.sub.3 CH                                                O H   H     CH.sub. 3                                                                           OCH.sub.2 CHCH.sub.2                                                                    CH                                                O H   H     CH.sub.3                                                                            OCH.sub.2 CCH                                                                           CH                                                O H   H     CH.sub.3                                                                            OCH.sub.2 CF.sub.3                                                                      CH                                                O H   H     CH.sub.3                                                                            OCH.sub.2 CH.sub.2 OCH.sub.3                                                            CH                                                O H   H     CH.sub.3                                                                            CH(OCH.sub.3).sub.2                                                                     CH                                                O H   H     CH.sub.3                                                                             ##STR149##                                                                             CH                                                O H   H     CH.sub.3                                                                             ##STR150##                                                                             CH                                                O H   H     CH.sub.3                                                                             ##STR151##                                                                             CH                                                O H   H     CH.sub.3                                                                            H         CH                                                O H   H     CH.sub.3                                                                            CN        CH                                                O H   H     CH.sub.3                                                                            CH(OCH.sub.2 CH.sub.3).sub.2                                                            CH                                                O H   H     CH.sub.3                                                                            OCH.sub.2 F                                                                             CH                                                O H   H     CH.sub.3                                                                            OCF.sub.3 CH                                                O H   H     CH.sub.3                                                                            SCH.sub.2 F                                                                             CH                                                O H   H     CH.sub.3                                                                            SCF.sub.3 CH                                                O H   H     CH.sub.3                                                                            OCF.sub.2 H                                                                             CH                                                O H   H     CH.sub.3                                                                            OCF.sub.2 CHClF                                                                         CH                                                O H   H     CH.sub.3                                                                            OCF.sub.2 CHBrF                                                                         CH                                                O H   H     CH.sub.3                                                                            OCF.sub.2 CHFCF.sub.3                                                                   CH                                                O H   H     CH.sub.3                                                                            SCF.sub.2 H                                                                             CH                                                O H   H     CH.sub.3                                                                            SCF.sub.2 CHClF                                                                         CH                                                O H   H     CH.sub.3                                                                            SCF.sub.2 CHBrF                                                                         CH                                                O H   H     CH.sub.3                                                                            SCF.sub.2 CHFCF.sub.3                                                                   CH                                                O H   H     CH.sub.3                                                                            OCH.sub.3 CCH.sub.3                                         O H   H     CH.sub.3                                                                            OCH.sub.3 CCH.sub.2 CH.sub.3                                O H   H     CH.sub.3                                                                            OCH.sub.3 CCl                                               O H   H     CH.sub.3                                                                            OCH.sub.3 CBr                                               O H   H     F     OCH.sub.3 CH                                                O H   H     Br    OCH.sub.3 CH                                                O H   H     CH.sub.2 F                                                                          OCH.sub.3 CH                                                O H   H     OCF.sub.2 H                                                                         OCH.sub.3 CH                                                O H   H     OCF.sub.3                                                                           OCH.sub.3 CH                                                O H   H     CF.sub.3                                                                            OCH.sub.3 CH                                                O H    .sub.--m-F                                                                         CH.sub.3                                                                            OCH.sub.3 CH                                                O H    -o-Cl                                                                              CH.sub.3                                                                            OCH.sub.3 CH                                                O H    .sub.--m-Br                                                                        CH.sub.3                                                                            OCH.sub.3 CH                                                O H    -o-CH.sub.3                                                                        CH.sub.3                                                                            OCH.sub.3 CH                                                O H    .sub.--m-CF.sub.3                                                                  CH.sub.3                                                                            OCH.sub.3 CH                                                O H    -o-SCH.sub.3                                                                       CH.sub.3                                                                            OCH.sub.3 CH                                                O H    .sub.--m-OCH.sub.3                                                                 CH.sub.3                                                                            OCH.sub.3 CH                                                O H    -o-OCF.sub.2 H                                                                     CH.sub.3                                                                            OCH.sub.3 CH                                                O CH.sub.3                                                                          H     CH.sub.3                                                                            OCH.sub.3 CH                                                O H   H     CH.sub.3                                                                            CH.sub.3  CH                                                O H   H     CH.sub.3                                                                            OCH.sub.3 CH                                                O H   H     OCH.sub.3                                                                           OCH.sub.3 CH                                                O H   H     Cl    OCH.sub.3 CH                                                O H   H     CH.sub.3                                                                            OCH.sub.3 N                                                 O H   H     OCH.sub.3                                                                           OCH.sub.3 N                                                 __________________________________________________________________________

                                      TABLE 20a                                   __________________________________________________________________________     ##STR152##                                                                   W R  R.sub.1                                                                             R.sub.2  X    Y        Z     m.p. (°C.)                     __________________________________________________________________________    S H  H     CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           NH.sub.2 CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                                          O H  H     CH.sub. 3                                                                              CH.sub.3                                                                           CF.sub.3 CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                          O H  H     CH.sub.3 CH.sub.3                                                                            ##STR153##                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                            ##STR154##                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                            ##STR155##                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           H        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CN       CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CCH.sub.3                                   O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CCH.sub.2 CH.sub.3                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CCl                                         O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CBr                                         O H  H     CH.sub.3 F    OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 Br   OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 OCF.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CF.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-F                                                                         CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   -o-Cl                                                                              CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-Br                                                                        CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   -o-CH.sub.3                                                                        CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-CF.sub.3                                                                  CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   -o-SCH.sub.3                                                                       CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-OCH.sub.3                                                                 CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   -o-OCF.sub.2 H                                                                     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O CH.sub.3                                                                         H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           CH.sub.3 CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     H        Cl   OCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              N                                           O H  H     H        OCH.sub.3                                                                          OCH.sub.3                                                                              N                                           O H  H     CH.sub.3 CH.sub.3                                                                           CH.sub.3 CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 Cl   OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              N                                           O H  H     CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              N                                           O H  H     CH.sub.2 CH.sub.3                                                                      CH.sub.3                                                                           CH.sub.3 CH                                          O H  H     CH.sub.2 CH.sub.3                                                                      CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.3                                                                      OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.3                                                                      Cl   OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.3                                                                      CH.sub.3                                                                           OCH.sub.3                                                                              N                                           O H  H     CH.sub.2 CH.sub.3                                                                      OCH.sub.3                                                                          OCH.sub.3                                                                              N                                           O H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          __________________________________________________________________________

                                      TABLE 21a                                   __________________________________________________________________________     ##STR156##                                                                   W R  R.sub.1                                                                             R.sub.3  X    Y        Z     m.p. (°C.)                     __________________________________________________________________________    S H  H     H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                          O H  H     H        CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                          O H  H     H        CH.sub.3                                                                           NH.sub.2 CH                                          O H  H     H        CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                          O H  H     H        CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                          O H  H     H        CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                                          O H  H     H        CH.sub.3                                                                           CF.sub.3 CH                                          O H  H     H        CH.sub.3                                                                           SCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                          O H  H     H        CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                          O H  H     H        CH.sub.3                                                                            ##STR157##                                                                            CH                                          O H  H     H        CH.sub.3                                                                            ##STR158##                                                                            CH                                          O H  H     H        CH.sub.3                                                                            ##STR159##                                                                            CH                                          O H  H     H        CH.sub.3                                                                           H        CH                                          O H  H     H        CH.sub.3                                                                           CN       CH                                          O H  H     H        CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                          O H  H     H        CH.sub. 3                                                                          OCH.sub.2 F                                                                            CH                                          O H  H     H        CH.sub.3                                                                           OCF.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                          O H  H     H        CH.sub.3                                                                           SCF.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                          O H  H     H        CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                          O H  H     H        CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                          O H  H     H        CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                          O H  H     H        CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                          O H  H     H        CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                          O H  H     H        CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                          O H  H     H        CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                          O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CCH.sub.3                                   O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CCH.sub.2 CH.sub.3                          O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CCl                                         O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CBr                                         O H  H     H        F    OCH.sub.3                                                                              CH                                          O H  H     H        Br   OCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                                          O H  H     CH.sub.3 OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH    213-216                               O H  H     H        OCF.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     H        CF.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-F                                                                         H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.-o-Cl                                                                         H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-Br                                                                        H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.-o-CH.sub.3                                                                   H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-CF.sub.3                                                                  H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.-o-SCH.sub.3                                                                  H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.--m-OCH.sub.3                                                                 H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H   .sub.-o-OCF.sub.2 H                                                                H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O CH.sub.3                                                                         H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           CH.sub.3 CH    221-223                               O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              CH    234-236                               O H  H     H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     H        Cl   OCH.sub.3                                                                              CH    243-246                               O H  H     H        CH.sub.3                                                                           OCH.sub.3                                                                              N     202-205                               O H  H     H        OCH.sub.3                                                                          OCH.sub.3                                                                              N     207-210                               O H  H     CH.sub.3 CH.sub.3                                                                           CH.sub.3 CH    227-229                               O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH    221-223                               O H  H     CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              CH    228-230                               O H  H     CH.sub.3 Cl   OCH.sub.3                                                                              CH    246-249                               O H  H     CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              N     201-203                               O H  H     CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              N     187-200                               O H  H     CH.sub.2 CH.sub.3                                                                      OCH.sub.3                                                                          OCH.sub.3                                                                              CH    209-211                               O H  H     CH.sub.2 CH.sub.2 CH.sub.3                                                             OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     H        CH.sub.3                                                                           CH.sub.3 N     199-202                               O H  H     H        OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH    216-218                               O H  H     Cl       OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          O H  H     Br       OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                          __________________________________________________________________________

                                      TABLE 22a                                   __________________________________________________________________________     ##STR160##                                                                   W n R  R.sub.1                                                                            R.sub.3                                                                              R.sub.4  X    Y        Z   m.p. (°C.)               __________________________________________________________________________    O 0 H  H    H      H        CH.sub.3                                                                           CH.sub.3 CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        Cl   OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCH.sub.3                                                                              N                                   O 0 H  H    H      H        OCH.sub. 3                                                                         OCH.sub.3                                                                              N                                   O 0 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           CH.sub.3 CH                                  O 0 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 0 H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    CH.sub.3                                                                             H        Cl   OCH.sub.3                                                                              CH                                  O 0 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.3                                                                              N                                   O 0 H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              N                                   O 0 H  H    CH.sub.3                                                                             CH.sub.3 CH.sub.3                                                                           CH.sub.3 CH                                  O 0 H  H    CH.sub.3                                                                             CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 0 H  H    CH.sub.3                                                                             CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    CH.sub.3                                                                             CH.sub.3 Cl   OCH.sub.3                                                                              CH                                  O 0 H  H    CH.sub.3                                                                             CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              N                                   O 0 H  H    CH.sub.3                                                                             CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              N                                   O 1 H  H    H      H        CH.sub.3                                                                           CH.sub.3 CH                                  O 1 H  H    H      H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 1 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 1 H  H    H      H        Cl   CH.sub.3 CH                                  O 1 H  H    H      H        CH.sub.3                                                                           OCH.sub.3                                                                              N                                   O 1 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              N                                   O 1 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           CH.sub.3 CH                                  O 1 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 1 H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 1 H  H    CH.sub.3                                                                             H        Cl   CH.sub.3 CH                                  O 1 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.3                                                                              N                                   O 1 H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              N                                   O 1 H  H    CH.sub.3                                                                             CH.sub.3 CH.sub.3                                                                           CH.sub.3 CH                                  O 1 H  H    CH.sub.3                                                                             CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 1 H  H    CH.sub.3                                                                             CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 1 H  H    CH.sub.3                                                                             CH.sub.3 Cl   CH.sub.3 CH                                  O 1 H  H    CH.sub.3                                                                             CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              N                                   O 1 H  H    CH.sub.3                                                                             CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              N                                   S 0 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 CH.sub.3                                                                         H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              N                                   O 0 H   .sub.-o-F                                                                         H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H   .sub.--m-Cl                                                                       H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H   .sub.-o-Br                                                                        H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H   .sub.--m-CH.sub.3                                                                 H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H   .sub.-o-OCH.sub.3                                                                 H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H   .sub.--m-CF.sub.3                                                                 H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    H      CH.sub.2 CH.sub.3                                                                      OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    CH.sub.2 CH.sub.2 CH.sub.3                                                           H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        CH.sub.3                                                                           CH.sub.3 N                                   O 0 H  H    H      H        CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                  O 0 H  H    H      H        CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                  O 1 H  H    H      H        CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                  O 0 H  H    H      H        CH.sub.3                                                                           NH.sub.2 CH                                  O 0 H  H    H      H        CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                  O 0 H  H    H      H        CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                  O 0 H  H    H      H        CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                                  O 0 H  H    H      H        CH.sub.3                                                                           CF.sub.3 CH                                  O 0 H  H    H      H        CH.sub.3                                                                           SCH.sub.3                                                                              CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                  O 0 H  H    H      H        CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                  O 0 H  H    H      H        CH.sub.3                                                                            ##STR161##                                                                            CH                                  O 0 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CCH.sub.3                           O 0 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CC.sub.2 H.sub.5                    O 0 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CCl                                 O 0 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CBr                                 O 0 H  H    H      H        F    OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        Br   OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        OCF.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        CF.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        CH.sub.3                                                                            ##STR162##                                                                            CH                                  O 0 H  H    H      H        CH.sub.3                                                                            ##STR163##                                                                            CH                                  O 0 H  H    H      H        CH.sub.3                                                                           H        CH                                  O 0 H  H    H      H        CH.sub.3                                                                           CN       CH                                  O 0 H  H    H      H        CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCF.sub.3                                                                              CH                                  O 0 H  H    H      H        CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                  O 0 H  H    H      H        CH.sub.3                                                                           SCF.sub.3                                                                              CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                  O 0 H  H    H      H        CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                  O 0 H  H    H      H        CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                  O 0 H  H    H      H        CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                  O 0 H  H    H      H        CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                  O 0 H  H    H      CH.sub.2 CH.sub.2 CH.sub.3                                                             OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    H      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H   .sub.--m-SCH.sub.3                                                                H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H   .sub.-o-CF.sub.2 H                                                                H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 2 H  H    H      H        CH.sub.3                                                                           CH.sub.3 CH                                  O 2 H  H    H      H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 2 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 2 H  H    H      H        Cl   OCH.sub.3                                                                              CH                                  O 2 H  H    H      H        CH.sub.3                                                                           OCH.sub.3                                                                              N                                   O 2 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              N                                   O 2 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           CH.sub.3 CH                                  O 2 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 2 H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 2 H  H    CH.sub.3                                                                             H        Cl   OCH.sub.3                                                                              CH                                  O 2 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.3                                                                              N                                   O 2 H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              N                                   O 0 H  H    Cl     Cl       OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    Br     Br       OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  __________________________________________________________________________

                                      TABLE 22b                                   __________________________________________________________________________     ##STR164##                                                                   W n R  R.sub.1                                                                            R.sub.3                                                                              R.sub.4  X    Y        Z   m.p. (°C.)               __________________________________________________________________________    O 0 H  H    H      H        CH.sub.3                                                                           CH.sub.3 CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        Cl   OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCH.sub.3                                                                              N                                   O 0 H  H    H      H        OCH.sub. 3                                                                         OCH.sub.3                                                                              N                                   O 0 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           CH.sub.3 CH                                  O 0 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 0 H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    CH.sub.3                                                                             H        Cl   OCH.sub.3                                                                              CH                                  O 0 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.3                                                                              N                                   O 0 H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              N                                   O 0 H  H    CH.sub.3                                                                             CH.sub.3 CH.sub.3                                                                           CH.sub.3 CH                                  O 0 H  H    CH.sub.3                                                                             CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 0 H  H    CH.sub.3                                                                             CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    CH.sub.3                                                                             CH.sub.3 Cl   OCH.sub.3                                                                              CH                                  O 0 H  H    CH.sub.3                                                                             CH.sub.3 OCH.sub.3                                                                          N                                            O 0 H  H    CH.sub.3                                                                             CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              N                                   O 1 H  H    H      H        CH.sub.3                                                                           CH.sub.3 CH                                  O 1 H  H    H      H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 1 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 1 H  H    H      H        Cl   CH.sub.3 CH                                  O 1 H  H    H      H        CH.sub. 3                                                                          OCH.sub.3                                                                              N                                   O 1 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              N                                   O 1 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           CH.sub.3 CH                                  O 1 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 1 H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 1 H  H    CH.sub.3                                                                             H        Cl   CH.sub.3 CH                                  O 1 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.3                                                                              N                                   O 1 H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              N                                   O 1 H  H    CH.sub.3                                                                             CH.sub.3 CH.sub.3                                                                           CH.sub.3 CH                                  O 1 H  H    CH.sub.3                                                                             CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 1 H  H    CH.sub.3                                                                             CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 1 H  H    CH.sub.3                                                                             CH.sub.3 Cl   CH.sub.3 CH                                  O 1 H  H    CH.sub.3                                                                             CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              N                                   O 1 H  H    CH.sub.3                                                                             CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              N                                   S 0 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 CH.sub.3                                                                         H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              N                                   O 0 H   .sub.-o-F                                                                         H      H        OCH.sub.3                                                                          OCH.sub. 3                                                                             CH                                  O 0 H   .sub.--m-Cl                                                                       H      H OCH.sub.3                                                                            OCH.sub.3                                                                          CH                                           O 0 H   .sub.-o-Br                                                                        H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H   .sub.--m-CH.sub.3                                                                 H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H   .sub.-o-OCH.sub.3                                                                 H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H   .sub.--m-CF.sub.3                                                                 H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    H      CH.sub.2 CH.sub.3                                                                      OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    CH.sub.2 CH.sub.2 CH.sub.3                                                           H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        CH.sub.3                                                                           CH.sub.3 N                                   O 0 H  H    H      H        CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                  O 0 H  H    H      H        CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                  O 1 H  H    H      H        CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                  O 0 H  H    H      H        CH.sub.3                                                                           NH.sub.2 CH                                  O 0 H  H    H      H        CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                  O 0 H  H    H      H        CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                  O 0 H  H    H      H        CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                                  O 0 H  H    H      H        CH.sub.3                                                                           CF.sub.3 CH                                  O 0 H  H    H      H        CH.sub.3                                                                           SCH.sub.3                                                                              CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                  O 0 H  H    H      H        CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                  O 0 H  H    H      H        CH.sub.3                                                                            ##STR165##                                                                            CH                                  O 0 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CCH.sub.3                           O 0 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CC.sub.2 H.sub.5                    O 0 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CCl                                 O 0 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CBr                                 O 0 H  H    H      H        F    OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        Br   OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        OCF.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        CF.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 0 H  H    H      H        CH.sub.3                                                                            ##STR166##                                                                            CH                                  O 0 H  H    H      H        CH.sub.3                                                                            ##STR167##                                                                            CH                                  O 0 H  H    H      H        CH.sub.3                                                                           H        CH                                  O 0 H  H    H      H        CH.sub.3                                                                           CN       CH                                  O 0 H  H    H      H        CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCF.sub.3                                                                              CH                                  O 0 H  H    H      H        CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                  O 0 H  H    H      H        CH.sub.3                                                                           SCF.sub.3                                                                              CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                  O 0 H  H    H      H        CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                  O 0 H  H    H      H        CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                  O 0 H  H    H      H        CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                  O 0 H  H    H      H        CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                  O 0 H  H    H      H        CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                  O 0 H  H    H      CH.sub.2 CH.sub.2 CH.sub.3                                                             OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    H      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H   .sub.--m-SCH.sub.3                                                                H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H   .sub.-o-CF.sub.2 H                                                                H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 2 H  H    H      H        CH.sub.3                                                                           CH.sub.3 CH                                  O 2 H  H    H      H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 2 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 2 H  H    H      H        Cl   OCH.sub.3                                                                              CH                                  O 2 H  H    H      H        CH.sub.3                                                                           OCH.sub.3                                                                              N                                   O 2 H  H    H      H        OCH.sub.3                                                                          OCH.sub.3                                                                              N                                   O 2 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           CH.sub.3 CH                                  O 2 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.3                                                                              CH                                  O 2 H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 2 H  H    CH.sub.3                                                                             H        Cl   OCH.sub.3                                                                              CH                                  O 2 H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.3                                                                              N                                   O 2 H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              N                                   O 0 H  H    Cl     Cl       OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  O 0 H  H    Br     Br       OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                  __________________________________________________________________________

                                      TABLE 23a                                   __________________________________________________________________________     ##STR168##                                                                   W  R   R.sub.1                                                                             R.sub.3  X     Y         Z     m.p. (°C.)                 __________________________________________________________________________    S  H   H     H        OCH.sub.3                                                                           OCH.sub.3 CH                                      O  H   H     H        CH.sub.3                                                                            OCH.sub.2 CH.sub.3                                                                      CH                                      O  H   H     H        CH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                      CH                                      O  H   H     H        CH.sub.3                                                                            NH.sub.2  CH                                      O  H   H     H        CH.sub.3                                                                            NHCH.sub.3                                                                              CH                                      O  H   H     H        CH.sub.3                                                                            N(CH.sub.3).sub.2                                                                       CH                                      O  H   H     H        CH.sub.3                                                                            CH.sub.2 CH.sub. 3                                                                      CH                                      O  H   H     H        CH.sub.3                                                                            CF.sub.3  CH                                      O  H   H     H        CH.sub.3                                                                            SCH.sub.3 CH                                      O  H   H     H        CH.sub.3                                                                            OCH.sub.2 CHCH.sub.2                                                                    CH                                      O  H   H     H        CH.sub.3                                                                            OCH.sub.2 CCH                                                                           CH                                      O  H   H     H        CH.sub.3                                                                            OCH.sub.2 CF.sub.3                                                                      CH                                      O  H   H     H        CH.sub.3                                                                            OCH.sub.2 CH.sub.2 OCH.sub.3                                                            CH                                      O  H   H     H        CH.sub.3                                                                            CH(OCH.sub.3).sub.2                                                                     CH                                      O  H   H     H        CH.sub.3                                                                             ##STR169##                                                                             CH                                      O  H   H     H        CH.sub.3                                                                             ##STR170##                                                                             CH                                      O  H   H     H        CH.sub.3                                                                             ##STR171##                                                                             CH                                      O  H   H     H        CH.sub.3                                                                            H         CH                                      O  H   H     H        CH.sub.3                                                                            CN        CH                                      O  H   H     H        CH.sub.3                                                                            CH(OCH.sub.2 CH.sub.3).sub.2                                                            CH                                      O  H   H     H        CH.sub.3                                                                            OCH.sub.2 F                                                                             CH                                      O  H   H     H        CH.sub.3                                                                            OCF.sub.3 CH                                      O  H   H     H        CH.sub.3                                                                            SCH.sub.2 F                                                                             CH                                      O  H   H     H        CH.sub.3                                                                            SCF.sub.3 CH                                      O  H   H     H        CH.sub.3                                                                            OCF.sub.2 H                                                                             CH                                      O  H   H     H        CH.sub.3                                                                            OCF.sub.2 CHClF                                                                         CH                                      O  H   H     H        CH.sub.3                                                                            OCF.sub.2 CHBrF                                                                         CH                                      O  H   H     H        CH.sub.3                                                                            OCF.sub.2 CHFCF.sub.3                                                                   CH                                      O  H   H     H        CH.sub.3                                                                            SCF.sub.2 H                                                                             CH                                      O  H   H     H        CH.sub.3                                                                            SCF.sub.2 CHClF                                                                         CH                                      O  H   H     H        CH.sub.3                                                                            SCF.sub.2 CHBrF                                                                         CH                                      O  H   H     H        CH.sub.3                                                                            SCF.sub.2 CHFCF.sub.3                                                                   CH                                      O  H   H     H        CH.sub.3                                                                            OCH.sub.3 CCH.sub.3                               O  H   H     H        CH.sub.3                                                                            OCH.sub.3 CCH.sub.2 CH.sub.3                      O  H   H     H        CH.sub.3                                                                            OCH.sub.3 CCl                                     O  H   H     H        CH.sub.3                                                                            OCH.sub.3 CBr                                     O  H   H     H        F     OCH.sub.3 CH                                      O  H   H     H        Br    OCH.sub.3 CH                                      O  H   H     H        CH.sub.2 F                                                                          OCH.sub.3 CH                                      O  H   H     H        OCF.sub.2 H                                                                         OCH.sub.3 CH                                      O  H   H     H        OCF.sub.3                                                                           OCH.sub.3 CH                                      O  H   H     H        CF.sub.3                                                                            OCH.sub.3 CH                                      O  H    .sub.--m-F                                                                         H        CH.sub.3                                                                            OCH.sub.3 CH                                      O  H    .sub.-o-Cl                                                                         H        CH.sub.3                                                                            OCH.sub.3 CH                                      O  H    .sub.--m-Br                                                                        H        CH.sub.3                                                                            OCH.sub.3 CH                                      O  H    .sub.-o-CH.sub.3                                                                   H        CH.sub.3                                                                            OCH.sub.3 CH                                      O  H    .sub.--m-CF.sub.3                                                                  H        CH.sub.3                                                                            OCH.sub.3 CH                                      O  H    .sub.-o-SCH.sub.3                                                                  H        CH.sub.3                                                                            OCH.sub.3 CH                                      O  H    .sub.--m-OCH.sub.3                                                                 H        CH.sub.3                                                                            OCH.sub.3 CH                                      O  H    .sub.-o-OCF.sub.2 H                                                                H        CH.sub.3                                                                            OCH.sub.3 CH                                      O  CH.sub.3                                                                          H     H        CH.sub.3                                                                            OCH.sub.3 CH                                      O  H   H     H        CH.sub.3                                                                            CH.sub.3  CH                                      O  H   H     H        CH.sub.3                                                                            OCH.sub.3 CH                                      O  H   H     H        OCH.sub.3                                                                           OCH.sub.3 CH                                      O  H   H     H        Cl    OCH.sub.3 CH                                      O  H   H     H        CH.sub.3                                                                            OCH.sub.3 N                                       O  H   H     H        OCH.sub.3                                                                           OCH.sub.3 N                                       O  H   H     CH.sub.3 OCH.sub.3                                                                           OCH.sub.3 CH                                      O  H   H     CH.sub.2 CH.sub.3                                                                      OCH.sub.3                                                                           OCH.sub.3 CH                                      O  H   H     CH.sub.2 CH.sub.2 CH.sub.3                                                             OCH.sub.3                                                                           OCH.sub.3 CH                                      O  H   H     CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    OCH.sub.3                                                                           OCH.sub.3 CH                                      O  H   H     Cl       OCH.sub.3                                                                           OCH.sub.3 CH                                      O  H   H     Br       OCH.sub.3                                                                           OCH.sub.3 CH                                      __________________________________________________________________________

                                      TABLE 24a                                   __________________________________________________________________________     ##STR172##                                                                   W R  R.sub.1                                                                            R.sub.4                                                                              R.sub.5  X    Y        Z   m.p. (°C.)                 __________________________________________________________________________    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           CH.sub.3 CH  233-237                           O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.3                                                                              CH  198-205                           O H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH  204-207                           O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           CH.sub.3 N   212-217                           O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.3                                                                              N   208-212                           O H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              N   212-215                           O H  H    CH.sub.3                                                                             CH.sub.3 CH.sub.3                                                                           CH.sub.3 CH                                    O H  H    CH.sub.3                                                                             CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              CH                                    O H  H    CH.sub.3                                                                             CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                    O H  H    CH.sub.3                                                                             CH.sub.3 Cl   OCH.sub.3                                                                              CH                                    O H  H    CH.sub.3                                                                             CH.sub.3 CH.sub.3                                                                           OCH.sub.3                                                                              N                                     O H  H    CH.sub.3                                                                             CH.sub.3 OCH.sub.3                                                                          OCH.sub.3                                                                              N                                     S H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                    O CH.sub.3                                                                         H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.3                                                                              CH  140-143                           O H   .sub.-o-F                                                                         CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                    O H   .sub.--m-Cl                                                                       CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                    O H   .sub.-o-Br                                                                        CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                    O H   .sub.--m-CH.sub.3                                                                 CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                    O H   .sub.-o-OCH.sub.3                                                                 CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                    O H   .sub.--m-CF.sub.3                                                                 CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                    O H  H    CH.sub.3                                                                             CH.sub.2 CH.sub.3                                                                      OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                    O H  H    CH.sub.2 CH.sub.2 CH.sub.3                                                           H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           CH.sub.3 N                                     O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           NH.sub.2 CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           CH.sub.2 CH.sub.3                                                                      CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           CF.sub.3 CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           SCH.sub.3                                                                              CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                            ##STR173##                                                                            CH                                    O H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CCH.sub.3                             O H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CC.sub.2 H.sub.5                      O H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CCl                                   O H  H    CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CBr                                   O H  H    CH.sub.3                                                                             H        F    OCH.sub.3                                                                              CH                                    O H  H    CH.sub.3                                                                             H        Br   OCH.sub.3                                                                              CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.2 F                                                                         OCH.sub.3                                                                              CH                                    O H  H    CH.sub.3                                                                             H        OCF.sub.2 H                                                                        OCH.sub.3                                                                              CH                                    O H  H    CH.sub.3                                                                             H        OCF.sub.3                                                                          OCH.sub.3                                                                              CH                                    O H  H    CH.sub.3                                                                             H        CF.sub.3                                                                           OCH.sub.3                                                                              CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                            ##STR174##                                                                            CH                                    O H  H    CH.sub.3                                                                             H        CH.sub. 3                                                                           ##STR175##                                                                            CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           H        CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           CN       CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCF.sub.3                                                                              CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           SCF.sub.3                                                                              CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                    O H  H    CH.sub.3                                                                             H        CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                    O H  H    H      CH.sub.2 CH.sub.2 CH.sub.3                                                             OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                    O H  H    H      CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.3                                                    OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                    O H   .sub.--m-SCH.sub.3                                                                CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                    O H   .sub.-o-CF.sub.2 H                                                                CH.sub.3                                                                             H        OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                    __________________________________________________________________________

                                      TABLE 25a                                   __________________________________________________________________________     ##STR176##                                                                   W R  R.sub.1                                                                              R.sub.6                                                                           R.sub.7                                                                           X     Y         Z  m.p. (°C.)                      __________________________________________________________________________    O H  H      H   H   CH.sub.3                                                                            CH.sub.3  CH                                        O H  H      H   H   CH.sub.3                                                                            OCH.sub.3 CH                                        O H  H      H   H   OCH.sub.3                                                                           OCH.sub.3 CH                                        O H  H      H   H   Cl    OCH.sub.3 CH                                        O H  H      H   H   CH.sub.3                                                                            OCH.sub.3 N                                         O H  H      H   H   OCH.sub.3                                                                           OCH.sub.3 N                                         O H  H      CH.sub.3                                                                          H   CH.sub. 3                                                                           CH.sub.3  CH                                        O H  H      H   CH.sub.3                                                                          CH.sub.3                                                                            OCH.sub.3 CH                                        O H  H      CH.sub.3                                                                          H   OCH.sub.3                                                                           OCH.sub.3 CH                                        O H  H      H   CH.sub.3                                                                          Cl    OCH.sub.3 CH                                        O H  H      CH.sub.3                                                                          H   CH.sub.3                                                                            OCH.sub.3 N                                         O H  H      H   CH.sub.3                                                                          OCH.sub.3                                                                           OCH.sub.3 N                                         O H  H      CH.sub.3                                                                          CH.sub.3                                                                          CH.sub.3                                                                            CH.sub.3  CH                                        O H  H      CH.sub.3                                                                          CH.sub.3                                                                          CH.sub.3                                                                            OCH.sub.3 CH                                        O H  H      CH.sub.3                                                                          CH.sub.3                                                                          OCH.sub.3                                                                           OCH.sub.3 CH                                        O H  H      CH.sub.3                                                                          CH.sub.3                                                                          Cl    OCH.sub.3 CH                                        O H  H      CH.sub.3                                                                          CH.sub.3                                                                          CH.sub.3                                                                            OCH.sub.3 N                                         O H  H      CH.sub.3                                                                          CH.sub.3                                                                          OCH.sub.3                                                                           OCH.sub.3 N                                         O H  H      H   H   CH.sub.3                                                                            OCH.sub.2 CH.sub.3                                                                      CH                                        O H   .sub.--m-F                                                                          H   H   CH.sub.3                                                                            CH.sub.2 OCH.sub.3                                                                      CH                                        O H   .sub.-o-Cl                                                                          H   H   CH.sub.3                                                                            NH.sub.2  CH                                        O H   .sub.--m-Br                                                                         H   H   CH.sub.3                                                                            NHCH.sub.3                                                                              CH                                        O H   .sub.-o-CH.sub.3                                                                    H   H   CH.sub.3                                                                            N(CH.sub.3).sub.2                                                                       CH                                        O H   .sub.--m-OCH.sub.3                                                                  H   H   CH.sub.3                                                                            C.sub.2 H.sub.5                                                                         CH                                        O H   .sub.-o-CF.sub.3                                                                    H   H   CH.sub.3                                                                            CF.sub.3  CH                                        O H   .sub.--m-SCH.sub.3                                                                  H   H   CH.sub.3                                                                            SCH.sub.3 CH                                        O H   .sub.-o-OCF.sub.2 H                                                                 H   H   CH.sub.3                                                                            OCH.sub.2 CHCH.sub.2                                                                    CH                                        O H   .sub.-o-OCF.sub.2 H                                                                 H   H   CH.sub.3                                                                            OCH.sub.2 CCH                                                                           CH                                        O H  H      H   H   CH.sub.3                                                                            OCH.sub.2 CF.sub.3                                                                      CH                                        O H  H      H   H   CH.sub.3                                                                            OCH.sub.2 CH.sub.2 OCH.sub.3                                                            CH                                        O H  H      H   H   CH.sub.3                                                                            CH(OCH.sub.3).sub.2                                                                     CH                                        O H  H      H   H   CH.sub.3                                                                             ##STR177##                                                                             CH                                        O H  H      H   H   CH.sub.3                                                                             ##STR178##                                                                             CH                                        O H  H      H   H   CH.sub.3                                                                             ##STR179##                                                                             CH                                        O H  H      H   H   CH.sub.3                                                                            H         CH                                        O H  H      H   H   CH.sub.3                                                                            CN        CH                                        O H  H      H   H   CH.sub.3                                                                            CH(OCH.sub.2 CH.sub.3).sub.2                                                            CH                                        O H  H      H   H   CH.sub.3                                                                            OCH.sub.2 F                                                                             CH                                        O H  H      H   H   CH.sub.3                                                                            OCF.sub.3 CH                                        O H  H      H   H   CH.sub.3                                                                            SCH.sub.2 F                                                                             CH                                        O H  H      H   H   CH.sub.3                                                                            SCF.sub.3 CH                                        O H  H      H   H   CH.sub.3                                                                            OCF.sub.2 H                                                                             CH                                        O H  H      H   H   CH.sub.3                                                                            OCF.sub.2 CHClF                                                                         CH                                        O H  H      H   H   CH.sub.3                                                                            OCF.sub.2 CHBrF                                                                         CH                                        O H  H      H   H   CH.sub.3                                                                            OCF.sub.2 CHFCF.sub.3                                                                   CH                                        O H  H      H   H   CH.sub.3                                                                            SCF.sub.2 H                                                                             CH                                        O H  H      H   H   CH.sub.3                                                                            SCF.sub.2 CHClF                                                                         CH                                        O H  H      H   H   CH.sub.3                                                                            SCF.sub.2 CHBrF                                                                         CH                                        O H  H      H   H   CH.sub.3                                                                            SCF.sub.2 CHFCF.sub.3                                                                   CH                                        O H  H      H   H   CH.sub.2 F                                                                          CH.sub.3  CH                                        O H  H      H   H   F     OCH.sub.3 CH                                        O H  H      H   H   Br    OCH.sub.3 CH                                        O H  H      H   H   OCF.sub.2 H                                                                         CH.sub.3  CH                                        O H  H      H   H   OCF.sub.3                                                                           CH.sub.3  CH                                        O H  H      H   H   CF.sub.3                                                                            CH.sub.3  CH                                        S H  H      H   H   OCH.sub.3                                                                           OCH.sub.3 CH                                        O CH.sub.3                                                                         H      H   H   OCH.sub.3                                                                           OCH.sub.3 N                                         O H  H      H   H   CH.sub.3                                                                            CH.sub.3  CH                                        O H  H      H   H   CH.sub.3                                                                            OCH.sub.3 CH                                        O H  H      H   H   OCH.sub.3                                                                           OCH.sub.3 CH                                        O H  H      H   H   Cl    OCH.sub.3 CH                                        O H  H      H   H   CH.sub.3                                                                            OCH.sub.3 N                                         O H  H      H   H   OCH.sub.3                                                                           OCH.sub.3 N                                         O H  H      CH.sub.3                                                                          H   CH.sub.3                                                                            CH.sub.3  CH                                        O H  H      H   CH.sub.3                                                                          CH.sub.3                                                                            OCH.sub.3 CH                                        O H  H      CH.sub.3                                                                          H   OCH.sub.3                                                                           OCH.sub.3 CH                                        O H  H      H   CH.sub.3                                                                          Cl    OCH.sub.3 CH                                        O H  H      CH.sub.3                                                                          H   CH.sub.3                                                                            OCH.sub.3 N                                         O H  H      H   CH.sub.3                                                                          OCH.sub.3                                                                           OCH.sub.3 N                                         O H  H      CH.sub.3                                                                          CH.sub.3                                                                          CH.sub.3                                                                            CH.sub.3  CH                                        O H  H      CH.sub.3                                                                          CH.sub.3                                                                          CH.sub.3                                                                            OCH.sub.3 CH                                        O H  H      CH.sub.3                                                                          CH.sub.3                                                                          OCH.sub.3                                                                           OCH.sub.3 CH                                        O H  H      CH.sub.3                                                                          CH.sub.3                                                                          Cl    OCH.sub.3 CH                                        O H  H      CH.sub.3                                                                          CH.sub.3                                                                          CH.sub.3                                                                            OCH.sub.3 N                                         O H  H      CH.sub.3                                                                          CH.sub.3                                                                          OCH.sub.3                                                                           OCH.sub.3 N                                         O H  H      H   H   CH.sub.3                                                                            CH.sub.3  CH                                        O H  H      H   H   CH.sub.3                                                                            OCH.sub.3 CH                                        O H  H      H   H   OCH.sub.3                                                                           OCH.sub.3 CH                                        O H  H      H   H   Cl    OCH.sub.3 CH                                        O H  H      H   H   CH.sub.3                                                                            OCH.sub.3 N                                         O H  H      H   H   OCH.sub.3                                                                           OCH.sub.3 N                                         __________________________________________________________________________

                                      TABLE 25b                                   __________________________________________________________________________     ##STR180##                                                                   W R  R.sub.1                                                                             R.sub.6                                                                          R.sub.7                                                                          X    Y        Z  m.p. (°C.)                           __________________________________________________________________________    O H  H     H  H  CH.sub.3                                                                           CH.sub.3 CH                                             O H  H     H  H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O H  H     H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                             O H  H     H  H  Cl   OCH.sub.3                                                                              CH                                             O H  H     H  H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                              O H  H     H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                              O H  H     CH.sub.3                                                                         H  CH.sub.3                                                                           CH.sub.3 CH                                             O H  H     H  CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O H  H     CH.sub.3                                                                         H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                             O H  H     H  CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                             O H  H     CH.sub.3                                                                         H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                              O H  H     H  CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                              O H  H     CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           CH.sub.3 CH                                             O H  H     CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O H  H     CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                             O H  H     CH.sub.3                                                                         CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                             O H  H     CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              N                                              O H  H     CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                              O H  H     H  H  CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                             O H   .sub.--m-F                                                                         H  H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                             O H   -o-Cl                                                                              H  H  CH.sub.3                                                                           NH.sub.2 CH                                             O H   .sub.--m-Br                                                                        H  H  CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                             O H   -o-CH.sub.3                                                                        H  H  CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                             O H   .sub.--m-OCH.sub.3                                                                 H  H  CH.sub.3                                                                           C.sub.2 H.sub.5                                                                        CH                                             O H   -o-CF.sub.3                                                                        H  H  CH.sub.3                                                                           CF.sub.3 CH                                             O H   .sub.--m-SCH.sub.3                                                                 H  H  CH.sub.3                                                                           SCH.sub.3                                                                              CH                                             O H   -o-OCF.sub.2 H                                                                     H  H  CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                             O H   -o-OCF.sub.2 H                                                                     H  H  CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                             O H  H     H  H  CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                             O H  H     H  H  CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                             O H  H     H  H  CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                             O H  H     H  H  CH.sub.3                                                                            ##STR181##                                                                            CH                                             O H  H     H  H  CH.sub.3                                                                            ##STR182##                                                                            CH                                             O H  H     H  H  CH.sub.3                                                                            ##STR183##                                                                            CH                                             O H  H     H  H  CH.sub.3                                                                           H        CH                                             O H  H     H  H  CH.sub.3                                                                           CN       CH                                             O H  H     H  H  CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                             O H  H     H  H  CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                             O H  H     H  H  CH.sub.3                                                                           OCF.sub.3                                                                              CH                                             O H  H     H  H  CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                             O H  H     H  H  CH.sub.3                                                                           SCF.sub.3                                                                              CH                                             O H  H     H  H  CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                             O H  H     H  H  CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                             O H  H     H  H  CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                             O H  H     H  H  CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                             O H  H     H  H  CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                             O H  H     H  H  CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                             O H  H     H  H  CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                             O H  H     H  H  CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                             O H  H     H  H  CH.sub.2 F                                                                         CH.sub.3 CH                                             O H  H     H  H  F    OCH.sub.3                                                                              CH                                             O H  H     H  H  Br   OCH.sub.3                                                                              CH                                             O H  H     H  H  OCF.sub.2 H                                                                        CH.sub.3 CH                                             O H  H     H  H  OCF.sub.3                                                                          CH.sub.3 CH                                             O H  H     H  H  CF.sub.3                                                                           CH.sub.3 CH                                             S H  H     H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                             O CH.sub.3                                                                         H     H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                              O H  H     H  H  CH.sub.3                                                                           CH.sub.3 CH                                             O H  H     H  H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O H  H     H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                             O H  H     H  H  Cl   OCH.sub.3                                                                              CH                                             O H  H     H  H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                              O H  H     H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                              O H  H     CH.sub.3                                                                         H  CH.sub.3                                                                           CH.sub.3 CH                                             O H  H     H  H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O H  H     CH.sub.3                                                                         H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                             O H  H     H  CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                             O H  H     CH.sub.3                                                                         H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                              O H  H     H  CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                              O H  H     CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           CH.sub.3 CH                                             O H  H     CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O H  H     CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                             O H  H     CH.sub.3                                                                         CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                             O H  H     CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              N                                              O H  H     CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                              O H  H     H  H  CH.sub.3                                                                           CH.sub.3 CH                                             O H  H     H  H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                             O H  H     H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                             O H  H     H  H  Cl   OCH.sub.3                                                                              CH                                             O H  H     H  H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                              O H  H     H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                              __________________________________________________________________________

                                      TABLE 26                                    __________________________________________________________________________     ##STR184##                                                                   W R  R.sub.1                                                                             R.sub.2                                                                            R.sub.6                                                                          R.sub.7                                                                          X    Y        Z  m.p. (°C.)                      __________________________________________________________________________    O H  H     H    H  H  CH.sub.3                                                                           CH.sub.3 CH                                        O H  H     H    H  H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                        O H  H     H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                        O H  H     H    H  H  Cl   OCH.sub.3                                                                              CH                                        O H  H     H    H  H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                         O H  H     H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                         O H  H     H    CH.sub.3                                                                         H  CH.sub.3                                                                           CH.sub.3 CH                                        O H  H     H    H  CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                        O H  H     H    CH.sub.3                                                                         H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                        O H  H     H    H  CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                        O H  H     H    CH.sub.3                                                                         H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                         O H  H     H    H  CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                         O H  H     H    CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           CH.sub.3 CH                                        O H  H     H    CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                        O H  H     H    CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                        O H  H     H    CH.sub.3                                                                         CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                        O H  H     H    CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              N                                         O H  H     H    CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                         O H  H     H    H  H  CH.sub.3                                                                           OCH.sub.2 CH.sub.3                                                                     CH                                        O H   .sub.--m-F                                                                         H    H  H  CH.sub.3                                                                           CH.sub.2 OCH.sub.3                                                                     CH                                        O H   -o-Cl                                                                              H    H  H  CH.sub.3                                                                           NH.sub.2 CH                                        O H   .sub.--m-Br                                                                        H    H  H  CH.sub.3                                                                           NHCH.sub.3                                                                             CH                                        O H   -o-CH.sub.3                                                                        H    H  H  CH.sub.3                                                                           N(CH.sub.3).sub.2                                                                      CH                                        O H   --m-OCH.sub.3                                                                      H    H  H  CH.sub.3                                                                           C.sub.2 H.sub.5                                                                        CH                                        O H   -o-CF.sub.3                                                                        H    H  H  CH.sub.3                                                                           CF.sub.3 CH                                        O H   .sub.--m-SCH.sub.3                                                                 H    H  H  CH.sub.3                                                                           SCH.sub.3                                                                              CH                                        O H   -o-OCF.sub.2 H                                                                     H    H  H  CH.sub.3                                                                           OCH.sub.2 CHCH.sub.2                                                                   CH                                        O H   -o-OCF.sub.2 H                                                                     H    H  H  CH.sub.3                                                                           OCH.sub.2 CCH                                                                          CH                                        O H  H     H    H  H  CH.sub.3                                                                           OCH.sub.2 CF.sub.3                                                                     CH                                        O H  H     H    H  H  CH.sub.3                                                                           OCH.sub.2 CH.sub.2 OCH.sub.3                                                           CH                                        O H  H     H    H  H  CH.sub.3                                                                           CH(OCH.sub.3).sub.2                                                                    CH                                        O H  H     H    H  H  CH.sub.3                                                                            ##STR185##                                                                            CH                                        O H  H     H    H  H  CH.sub.3                                                                            ##STR186##                                                                            CH                                        O H  H     H    H  H  CH.sub.3                                                                            ##STR187##                                                                            CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           H        CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           CN       CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           CH(OCH.sub.2 CH.sub.3).sub.2                                                           CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           OCH.sub.2 F                                                                            CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           OCF.sub.3                                                                              CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           SCH.sub.2 F                                                                            CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           SCF.sub.3                                                                              CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           OCF.sub.2 H                                                                            CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           OCF.sub.2 CHClF                                                                        CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           OCF.sub.2 CHBrF                                                                        CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           OCF.sub.2 CHFCF.sub.3                                                                  CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           SCF.sub.2 H                                                                            CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           SCF.sub.2 CHClF                                                                        CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           SCF.sub.2 CHBrF                                                                        CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           SCF.sub.2 CHFCF.sub.3                                                                  CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.2 F                                                                         CH.sub.3 CH                                        O H  H     H    H  H  F    OCH.sub.3                                                                              CH                                        O H  H     H    H  H  Br   OCH.sub.3                                                                              CH                                        O H  H     H    H  H  OCF.sub.2 H                                                                        CH.sub.3 CH                                        O H  H     H    H  H  OCF.sub.3                                                                          CH.sub.3 CH                                        O H  H     H    H  H  CF.sub.3                                                                           CH.sub.3 CH                                        S H  H     H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                        O CH.sub.3                                                                         H     H    H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                         O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           CH.sub.3 CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                        O H  H     CH.sub.3                                                                           H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                        O H  H     CH.sub.3                                                                           H  H  Cl   OCH.sub.3                                                                              CH                                        O H  H     CH.sub.3                                                                           H  H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                         O H  H     CH.sub.3                                                                           H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                         O H  H     CH.sub.3                                                                           CH.sub.3                                                                         H  CH.sub.3                                                                           CH.sub.3 CH                                        O H  H     CH.sub.3                                                                           H  CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                        O H  H     CH.sub.3                                                                           CH.sub.3                                                                         H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                        O H  H     CH.sub.3                                                                           H  CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                        O H  H     CH.sub.3                                                                           CH.sub.3                                                                         H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                         O H  H     CH.sub.3                                                                           N  CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                         O H  H     CH.sub.3                                                                           CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           CH.sub.3 CH                                        O H  H     CH.sub.3                                                                           CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              CH                                        O H  H     CH.sub.3                                                                           CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                        O H  H     CH.sub.3                                                                           CH.sub.3                                                                         CH.sub.3                                                                         Cl   OCH.sub.3                                                                              CH                                        O H  H     CH.sub.3                                                                           CH.sub.3                                                                         CH.sub.3                                                                         CH.sub.3                                                                           OCH.sub.3                                                                              N                                         O H  H     CH.sub.3                                                                           CH.sub.3                                                                         CH.sub.3                                                                         OCH.sub.3                                                                          OCH.sub.3                                                                              N                                         O H  H     CH.sub.2 CH.sub.3                                                                  H  H  CH.sub.3                                                                           CH.sub.3 CH                                        O H  H     CH.sub.2 CH.sub.3                                                                  H  H  CH.sub.3                                                                           OCH.sub.3                                                                              CH                                        O H  H     CH.sub.2 CH.sub.3                                                                  H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              CH                                        O H  H     CH.sub.2 CH.sub.3                                                                  H  H  Cl   OCH.sub.3                                                                              CH                                        O H  H     CH.sub.2 CH.sub.3                                                                  H  H  CH.sub.3                                                                           OCH.sub.3                                                                              N                                         O H  H     CH.sub.2 CH.sub.3                                                                  H  H  OCH.sub.3                                                                          OCH.sub.3                                                                              N                                         __________________________________________________________________________

                                      TABLE 27a                                   __________________________________________________________________________     ##STR188##                                                                   J  W.sub.1                                                                          n R R.sub.1                                                                         R.sub.2                                                                          R.sub.3                                                                          R.sub.4                                                                          R.sub.5                                                                         X.sub.1                                                                           Y.sub.1                                                                          m.p. (°C.)                               __________________________________________________________________________    J-1                                                                              -- 0 H H CH.sub.3                                                                         -- -- H CH.sub.3                                                                          O  201-203                                         J-1                                                                              -- 0 H H CH.sub.3                                                                         -- -- H OCH.sub.3                                                                         O                                                  J-1                                                                              -- 0 H H CH.sub.3                                                                         -- -- H CH.sub.3                                                                          CH.sub.2                                           J-1                                                                              -- 0 H H CH.sub.3                                                                         -- -- H OCH.sub.3                                                                         CH.sub.2                                           J-2                                                                              -- 0 H H -- -- -- H CH.sub.3                                                                          O                                                  J-2                                                                              -- 0 H H -- -- -- H OCH.sub.3                                                                         O                                                  J-2                                                                              -- 0 H H -- -- -- H CH.sub.3                                                                          CH.sub.2                                           J-2                                                                              -- 0 H H -- -- -- N OCH.sub.3                                                                         CH.sub.2                                           J-3                                                                              -- 0 H H CH.sub.3                                                                         -- -- H CH.sub.3                                                                          O                                                  J-3                                                                              -- 0 H H CH.sub.3                                                                         -- -- H OCH.sub.3                                                                         O                                                  J-3                                                                              -- 0 H H CH.sub.3                                                                         -- -- H CH.sub.3                                                                          CH.sub.2                                           J-3                                                                              -- 0 H H CH.sub.3                                                                         -- -- H OCH.sub.3                                                                         CH.sub.2                                           J-4                                                                              -- 0 H H -- -- -- H CH.sub.3                                                                          O                                                  J-4                                                                              -- 0 H H -- -- -- H OCH.sub.3                                                                         O                                                  J-4                                                                              -- 0 H H -- -- -- H CH.sub.3                                                                          CH.sub.2                                           J-4                                                                              -- 0 H H -- -- -- H OCH.sub.3                                                                         CH.sub.2                                           J-5                                                                              -- 0 H H -- -- -- H CH.sub.3                                                                          O                                                  J-5                                                                              -- 0 H H -- -- -- H OCH.sub.3                                                                         O                                                  J-5                                                                              -- 0 H H -- -- -- H CH.sub.3                                                                          CH.sub.2                                           J-5                                                                              -- 0 H H -- -- -- H OCH.sub.3                                                                         CH.sub.2                                           J-6                                                                              -- 0 H H -- CH.sub.3                                                                         CH.sub.3                                                                         H CH.sub.3                                                                          O                                                  J-6                                                                              -- 0 H H -- CH.sub.3                                                                         CH.sub.3                                                                         H OCH.sub.3                                                                         O                                                  J-6                                                                              -- 0 H H -- CH.sub.3                                                                         CH.sub.3                                                                         H CH.sub.3                                                                          CH.sub.2                                           J-6                                                                              -- 0 H H -- CH.sub.3                                                                         CH.sub.3                                                                         H OCH.sub.3                                                                         CH.sub.2                                           J-7                                                                              -- 0 H H CH.sub.3                                                                         -- -- H CH.sub.3                                                                          O                                                  J-7                                                                              -- 0 H H CH.sub.3                                                                         -- -- H OCH.sub.3                                                                         O                                                  J-7                                                                              -- 0 H H CH.sub.3                                                                         -- -- H CH.sub.3                                                                          CH.sub.2                                           J-7                                                                              -- 0 H H CH.sub.3                                                                         -- -- H OCH.sub.3                                                                         CH.sub.2                                           J-8                                                                              -- 0 H H -- -- -- H CH.sub.3                                                                          O                                                  J-8                                                                              -- 0 H H -- -- -- H OCH.sub.3                                                                         O                                                  J-8                                                                              -- 0 H H -- -- -- H CH.sub.3                                                                          CH.sub.2                                           J-8                                                                              -- 0 H H -- -- -- H OCH.sub.2                                                                         CH.sub.2                                           J-9                                                                              -- 0 H H -- -- -- H CH.sub.3                                                                          O                                                  J-9                                                                              -- 0 H H -- -- -- H OCH.sub.3                                                                         O                                                  J-9                                                                              -- 0 H H -- -- -- H CH.sub.3                                                                          CH.sub.2                                           J-9                                                                              -- 0 H H -- -- -- H OCH.sub.3                                                                         CH.sub.2                                           J-10                                                                             O  0 H H -- -- -- H CH.sub.3                                                                          O                                                  J-10                                                                             O  0 H H -- -- -- H OCH.sub.3                                                                         O                                                  J-10                                                                             O  0 H H -- -- -- H CH.sub.3                                                                          CH.sub.2                                           J-10                                                                             O  0 H H -- -- -- N OCH.sub.3                                                                         CH.sub.2                                           J-22                                                                             O  0 H H -- H  H  --                                                                              OCH.sub.3                                                                         CH.sub.2                                           J-23                                                                             -- --                                                                              H H -- H  H  --                                                                              OCH.sub.3                                                                         CH.sub.2                                           J-24                                                                             -- --                                                                              H H -- -- CH.sub.3                                                                         H CH.sub.3                                                                          O  136-141                                         J-10                                                                             S  0 H H -- -- -- H CH.sub.3                                                                          O                                                  J-10                                                                             S  0 H H -- -- -- H OCH.sub.3                                                                         O                                                  J-10                                                                             S  0 H H -- -- -- H CH.sub.3                                                                          CH.sub.2                                           J-10                                                                             S  0 H H -- -- -- H OCH.sub.3                                                                         CH.sub.2                                           __________________________________________________________________________

                  TABLE 27b                                                       ______________________________________                                         ##STR189##                                                                                                                         m.p.                    J    W.sub.1                                                                              n     R   R.sub.1                                                                           R.sub.2                                                                            R.sub.5                                                                           R.sub.6                                                                           R.sub.7                                                                           X.sub.1                                                                             Y.sub.1                                                                            (°C.)            ______________________________________                                        J-11 O      0     H   H   --   --  H   H   CH.sub.3                                                                            O                            J-11 O      0     H   H   --   --  H   H   OCH.sub.3                                                                           O                            J-11 O      0     H   H   --   --  H   H   CH.sub.3                                                                            CH.sub.2                     J-11 S      0     H   H   --   --  H   H   OCH.sub.3                                                                           CH.sub.2                     J-12 --     0     H   H   --   H   H   H   CH.sub.3                                                                            O                            J-12 --     0     H   H   --   H   H   H   OCH.sub.3                                                                           O                            J-12 --     0     H   H   --   H   H   H   CH.sub.3                                                                            CH.sub.2                     J-12 --     0     H   H   --   H   H   H   OCH.sub.3                                                                           CH.sub.2                     J-13 --     --    H   H   CH.sub.3                                                                           --  --  --  CH.sub.3                                                                            O                            J-13 --     --    H   H   CH.sub.3                                                                           --  --  --  OCH.sub.3                                                                           O                            J-13 --     --    H   H   CH.sub.3                                                                           --  --  --  CH.sub.3                                                                            CH.sub.2                     J-13 --     --    H   H   CH.sub.3                                                                           --  --  --  OCH.sub.3                                                                           CH.sub.2                     J-14 --     --    H   H   --   --  --  --  CH.sub.3                                                                            O                            J-14 --     --    H   H   --   --  --  --  OCH.sub.3                                                                           O                            J-14 --     --    H   H   --   --  --  --  CH.sub.3                                                                            CH.sub.2                     J-14 --     --    H   H   --   --  --  --  OCH.sub.3                                                                           CH.sub.2                     J-15 --     --    H   H   CH.sub.3                                                                           --  --  --  CH.sub.3                                                                            O                            J-15 --     --    H   H   CH.sub.3                                                                           --  --  --  OCH.sub.3                                                                           O                            J-15 --     --    H   H   CH.sub.3                                                                           --  --  --  CH.sub.3                                                                            CH.sub.2                     J-15 --     --    H   H   CH.sub.3                                                                           --  --  --  OCH.sub.3                                                                           CH.sub.2                     J-16 --     --    H   H   --   --  --  --  CH.sub.3                                                                            O                            J-16 --     --    H   H   --   --  --  --  OCH.sub.3                                                                           O                            J-16 --     --    H   H   --   --  --  --  CH.sub.3                                                                            CH.sub.2                     J-16 --     --    H   H   --   --  --  --  OCH.sub.3                                                                           CH.sub.2                     J-17 --     --    H   H   --   --  --  --  CH.sub.3                                                                            O                            J-17 --     --    H   H   --   --  --  --  OCH.sub.3                                                                           O                            J-17 --     --    H   H   --   --  --  --  CH.sub.3                                                                            CH.sub.2                     J-17 --     --    H   H   --   --  --  --  OCH.sub.3                                                                           CH.sub.2                     J-18 --     --    H   H   CH.sub.3                                                                           --  --  --  CH.sub.3                                                                            O                            J-18 --     --    H   H   CH.sub.3                                                                           --  --  --  OCH.sub.3                                                                           O                            J-18 --     --    H   H   CH.sub.3                                                                           --  --  --  CH.sub.3                                                                            CH.sub.2                     J-18 --     --    H   H   CH.sub.3                                                                           --  --  --  OCH.sub.3                                                                           CH.sub.2                     J-19 --     --    H   H   --   --  --  --  CH.sub.3                                                                            O                            J-19 --     --    H   H   --   --  --  --  OCH.sub.3                                                                           O                            J-19 --     --    H   H   --   --  --  --  CH.sub.3                                                                            CH.sub.2                     J-19 --     --    H   H   --   --  --  --  OCH.sub.3                                                                           CH.sub.2                     J-20 --     --    H   H   CH.sub.3                                                                           --  --  --  CH.sub.3                                                                            O                            J-20 --     --    H   H   CH.sub.3                                                                           --  --  --  OCH.sub.3                                                                           O                            J-20 --     --    H   H   CH.sub.3                                                                           --  --  --  CH.sub.3                                                                            CH.sub.2                     J-20 --     --    H   H   CH.sub. 3                                                                          --  --  --  OCH.sub.3                                                                           CH.sub.2                     J-21 --     --    H   H   --   --  --  --  CH.sub.3                                                                            O                            J-21 --     --    H   H   --   --  --  --  OCH.sub.3                                                                           O                            J-21 --     --    H   H   --   --  --  --  CH.sub.3                                                                            CH.sub.2                     J-21 --     --    H   H   --   --  --  --  OCH.sub.3                                                                           CH.sub.2                     J-25 O      --    H   H   --   --  H   H   CH.sub.3                                                                            O                            J-25 O      --    H   H   --   --  H   H   OCH.sub.3                                                                           O                            J-25 O      --    H   H   --   --  H   H   CH.sub.3                                                                            CH.sub.2                     J-25 O      --    H   H   --   --  H   H   OCH.sub.3                                                                           CH.sub.2                     J-25 S      --    H   H   --   --  H   H   OCH.sub.3                                                                           O                            J-25 S      --    H   H   --   --  H   H   OCH.sub.3                                                                           CH.sub.2                     J-26 --     --    H   H   CH.sub.3                                                                           --  H   H   CH.sub.3                                                                            O                            J-26 --     --    H   H   CH.sub. 3                                                                          --  H   H   OCH.sub.3                                                                           O                            J-26 --     --    H   H   CH.sub.3                                                                           --  H   H   CH.sub.3                                                                            CH.sub.2                     J-26 --     --    H   H   CH.sub.3                                                                           --  H   H   OCH.sub.3                                                                           CH.sub.2                     ______________________________________                                    

                  TABLE 28a                                                       ______________________________________                                         ##STR190##                                                                                                                      m.p.                       J    W.sub.1                                                                              n     R   R.sub.1                                                                           R.sub.2                                                                            R.sub.3                                                                            R.sub.4                                                                            R.sub.5                                                                           X.sub.1                                                                             (°C.)               ______________________________________                                        J-1  --     0     H   H   CH.sub.3                                                                           --   --   H   CH.sub.3                         J-1  --     0     H   H   CH.sub.3                                                                           --   --   H   OCH.sub.3                        J-2  --     0     H   H   --   --   --   H   CH.sub.3                         J-2  --     0     H   H   --   --   --   H   OCH.sub.3                        J-3  --     0     H   H   CH.sub.3                                                                           --   --   H   CH.sub.3                         J-3  --     0     H   H   CH.sub.3                                                                           --   --   H   OCH.sub.3                        J-4  --     0     H   H   --   --   --   H   CH.sub. 3                        J-4  --     0     H   H   --   --   --   H   OCH.sub.3                        J-5  --     0     H   H   --   --   --   H   CH.sub.3                         J-5  --     0     H   H   --   --   --   H   OCH.sub.3                        J-6  --     0     H   H   --   CH.sub.3                                                                           CH.sub.3                                                                           H   CH.sub.3                         J-6  --     0     H   H   --   CH.sub.3                                                                           CH.sub.3                                                                           H   OCH.sub.3                        J-7  --     0     H   H   CH.sub.3                                                                           --   --   H   CH.sub.3                         J-7  --     0     H   H   CH.sub.3                                                                           --   --   H   OCH.sub.3                        J-8  --     0     H   H   --   --   --   H   CH.sub.3                         J-8  --     0     H   H   --   --   --   H   OCH.sub.3                        J-9  --     0     H   H   --   --   --   H   CH.sub.3                         J-9  --     0     H   H   --   --   --   H   OCH.sub.3                        J-10 O      0     H   H   --   --   --   H   CH.sub.3                         J-10 O      0     H   H   --   --   --   H   OCH.sub.3                        J-22 O      0     H   H   --   H    H    --  OCH.sub.3                        J-23 --     --    H   H   --   H    H    --  OCH.sub.3                        J-24 --     --    H   H   --   --   CH.sub.3                                                                           H   OCH.sub.3                        J-10 S      0     H   H   --   --   --   H   CH.sub.3                         J-10 S      0     H   H   --   --   --   H   OCH.sub.3                        ______________________________________                                    

                  TABLE 28b                                                       ______________________________________                                         ##STR191##                                                                   J    W.sub.1                                                                              n     R   R.sub.1                                                                           R.sub.2                                                                            R.sub.5                                                                           R.sub.6                                                                           R.sub.7                                                                           X.sub.1                                                                            m.p. (°C.)             ______________________________________                                        J-11 O      0     H   H   --   --  H   H   CH.sub.3                           J-11 O      0     H   H   --   --  H   H   OCH.sub.3                          J-12 --     0     H   H   --   H   H   H   CH.sub.3                           J-12 --     0     H   H   --   H   H   H   OCH.sub.3                          J-13 --     --    H   H   CH.sub.3                                                                           --  --  --  CH.sub.3                           J-13 --     --    H   H   CH.sub.3                                                                           --  --  --  OCH.sub.3                          J-14 --     --    H   H   --   --  --  --  CH.sub.3                           J-14 --     --    H   H   --   --  --  --  OCH.sub.3                          J-15 --     --    H   H   CH.sub.3                                                                           --  --  --  CH.sub.3                           J-15 --     --    H   H   CH.sub.3                                                                           --  --  --  OCH.sub.3                          J-16 --     --    H   H   --   --  --  --  CH.sub.3                           J-16 --     --    H   H   --   --  --  --  OCH.sub.3                          J-17 --     --    H   H   --   --  --  --  CH.sub.3                           J-17 --     --    H   H   --   --  --  --  OCH.sub.3                          J-18 --     --    H   H   CH.sub.3                                                                           --  --  --  CH.sub.3                           J-18 --     --    H   H   CH.sub.3                                                                           --  --  --  OCH.sub.3                          J-19 --     --    H   H   --   --  --  --  CH.sub.3                           J-19 --     --    H   H   --   --  --  --  OCH.sub.3                          J-20 --     --    H   H   CH.sub.3                                                                           --  --  --  CH.sub.3                           J-21 --     --    H   H   CH.sub.3                                                                           --  --  --  OCH.sub.3                          J-21 --     --    H   H   --   --  --  --  CH.sub.3                           J-21 --     --    H   H   --   --  --  --  OCH.sub.3                          J-25 O      --    H   H   --   --  H   H   CH.sub.3                           J-25 O      --    H   H   --   --  H   H   OCH.sub.3                          J-25 S      --    H   H   --   --  H   H   CH.sub.3                           J-25 S      --    H   H   --   --  H   H   OCH.sub.3                          J-26 --     --    H   H   CH.sub.3                                                                           --  H   H   CH.sub.3                           J-26 --     --    H   H   CH.sub.3                                                                           --  H   H   OCH.sub.3                          ______________________________________                                    

                  TABLE 29a                                                       ______________________________________                                         ##STR192##                                                                                                                       m.p.                      J    W.sub.1                                                                              n     R    R.sub.1                                                                           R.sub.2                                                                            R.sub.3                                                                            R.sub.4                                                                            R.sub.5                                                                           X.sub.1                                                                             (°C.)              ______________________________________                                        J-1  --     0     H    H   CH.sub.3                                                                           --   --   H   CH.sub.3                                                                            220-                                                                          222                       J-1  --     0     H    H   CH.sub.3                                                                           --   --   H   OCH.sub.3                       J-2  --     0     H    H   --   --   --   H   CH.sub.3                        J-2  --     0     H    H   --   --   --   H   OCH.sub.3                       J-3  --     0     H    H   CH.sub.3                                                                           --   --   H   CH.sub.3                        J-3  --     0     H    H   CH.sub.3                                                                           --   --   H   OCH.sub.3                       J-4  --     0     H    H   --   --   --   H   CH.sub.3                        J-4  --     0     H    H   --   --   --   H   OCH.sub.3                       J-5  --     0     H    H   --   --   --   H   CH.sub.3                        J-5  --     0     H    H   --   --   --   H   OCH.sub.3                       J-6  --     0     H    H   --   CH.sub.3                                                                           CH.sub.3                                                                           H   CH.sub.3                        J-6  --     0     H    H   --   CH.sub.3                                                                           CH.sub.3                                                                           H   OCH.sub.3                       J-7  --     0     H    H   CH.sub.3                                                                           --   --   H   CH.sub.3                        J-7  --     0     H    H   CH.sub.3                                                                           --   --   H   OCH.sub.3                       J-8  --     0     H    H   --   --   --   H   CH.sub.3                        J-8  --     0     H    H   --   --   --   H   OCH.sub.3                       J-9  --     0     H    H   --   --   --   H   CH.sub.3                        J-9  --     0     H    H   --   --   --   H   OCH.sub.3                       J-10 O      0     H    H   --   --   --   H   CH.sub.3                        J-10 O      0     H    H   --   --   --   H   OCH.sub.3                       J-22 O      0     H    H   --   H    H    --  OCH.sub.3                       J-23 --     --    H    H   --   H    H    --  OCH.sub.3                       J-24 --     --    H    H   --   --   CH.sub.3                                                                           H   OCH.sub.3                       ______________________________________                                    

                  TABLE 29b                                                       ______________________________________                                         ##STR193##                                                                                                                       m.p.                      J    W.sub.1                                                                              n     R    R.sub.1                                                                           R.sub.2                                                                            R.sub.5                                                                            R.sub.6                                                                            R.sub.7                                                                           X.sub.1                                                                             (°C.)              ______________________________________                                        J-11 O      0     H    H   --   --   H    H   CH.sub.3                        J-11 O      0     H    H   --   --   H    H   OCH.sub.3                       J-12 --     0     H    H   --   H    H    H   CH.sub.3                        J-12 --     0     H    H   --   H    H    H   OCH.sub.3                       J-13 --     --    H    H   CH.sub.3                                                                           --   --   --  CH.sub.3                        J-13 --     --    H    H   CH.sub.3                                                                           --   --   --  OCH.sub.3                       J-14 --     --    H    H   --   --   --   --  CH.sub.3                        J-14 --     --    H    H   --   --   --   --  OCH.sub.3                       J-15 --     --    H    H   CH.sub.3                                                                           --   --   --  CH.sub.3                        J-15 --     --    H    H   CH.sub.3                                                                           --   --   --  OCH.sub.3                       J-16 --     --    H    H   --   --   --   --  CH.sub.3                        J-16 --     --    H    H   --   --   --   --  OCH.sub.3                       J-17 --     --    H    H   --   --   --   --  CH.sub.3                        J-17 --     --    H    H   --   --   --   --  OCH.sub.3                       J-18 --     --    H    H   CH.sub.3                                                                           --   --   --  CH.sub.3                        J-18 --     --    H    H   CH.sub.3                                                                           --   --   --  OCH.sub.3                       J-19 --     --    H    H   --   --   --   --  CH.sub.3                        J-19 --     --    H    H   --   --   --   --  OCH.sub.3                       J-20 --     --    H    H   CH.sub. 3                                                                          --   --   --  CH.sub.3                        J-20 --     --    H    H   CH.sub.3                                                                           --   --   --  OCH.sub.3                       J-21 --     --    H    H   --   --   --   --  CH.sub.3                        J-21 --     --    H    H   --   --   --   --  OCH.sub.3                       J-25 O      --    H    H   --   --   H    H   CH.sub.3                        J-25 O      --    H    H   --   --   H    H   OCH.sub.3                       J-26 --     --    H    H   CH.sub.3                                                                           --   H    H   CH.sub.3                        J-26 --     --    H    H   CH.sub.3                                                                           --   H    H   OCH.sub.3                       ______________________________________                                    

                                      TABLE 30a                                   __________________________________________________________________________     ##STR194##                                                                   J  W.sub.1                                                                          n R  R.sub.1                                                                         R.sub.2                                                                          R.sub.3                                                                          R.sub.4                                                                          R.sub.5                                                                          X.sub.2                                                                          Y.sub.2                                                                             m.p. (°C.)                           __________________________________________________________________________    J-1                                                                              -- 0 H  H CH.sub.3                                                                         -- -- H  CH.sub.3                                                                         CH.sub.3                                          J-1                                                                              -- 0 H  H CH.sub.3                                                                         -- -- H  CH.sub.3                                                                         OCH.sub.3                                                                           208-210                                     J-1                                                                              -- 0 H  H CH.sub.3                                                                         -- -- H  CH.sub.3                                                                         OCH.sub.2 CH.sub.3                                J-1                                                                              -- 0 H  H CH.sub.3                                                                         -- -- H  CH.sub.3                                                                         SCH.sub.3                                         J-2                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         CH.sub.3                                          J-2                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         OCH.sub.3                                         J-2                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         OCH.sub.2 CH.sub.3                                J-2                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         SCH.sub.3                                         J-3                                                                              -- 0 H  H CH.sub.3                                                                         -- -- H  CH.sub.3                                                                         CH.sub.3                                          J-3                                                                              -- 0 H  H CH.sub.3                                                                         -- -- H  CH.sub.3                                                                         OCH.sub.3                                         J-3                                                                              -- 0 H  H CH.sub.3                                                                         -- -- H  CH.sub.3                                                                         OCH.sub.2 CH.sub.3                                J-3                                                                              -- O H  H CH.sub.3                                                                         -- -- H  CH.sub.3                                                                         SCH.sub.3                                         J-4                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         CH.sub.3                                          J-4                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         OCH.sub.3                                         J-4                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         OCH.sub.2 CH.sub.3                                J-4                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         SCH.sub.3                                         J-5                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         CH.sub.3                                          J-5                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         OCH.sub.3                                         J-5                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         OCH.sub.2 CH.sub.3                                J-5                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         SCH.sub.3                                         J-6                                                                              -- 0 H  H -- CH.sub.3                                                                         CH.sub.3                                                                         H  CH.sub.3                                                                         CH.sub.3                                          J-6                                                                              -- 0 H  H -- CH.sub.3                                                                         CH.sub.3                                                                         H  CH.sub.3                                                                         OCH.sub.3                                         J-6                                                                              -- 0 H  H -- CH.sub.3                                                                         CH.sub.3                                                                         H  CH.sub.3                                                                         OCH.sub.2 CH.sub.3                                J-6                                                                              -- 0 H  H -- CH.sub.3                                                                         CH.sub.3                                                                         H  CH.sub.3                                                                         SCH.sub.3                                         J-7                                                                              -- 0 H  H CH.sub.3                                                                         -- -- H  CH.sub.3                                                                         CH.sub.3                                          J-7                                                                              -- 0 H  H CH.sub.3                                                                         -- -- H  CH.sub.3                                                                         OCH.sub.3                                         J-7                                                                              -- 0 H  H CH.sub.3                                                                         -- -- H  CH.sub.3                                                                         OCH.sub.2 CH.sub.3                                J-7                                                                              -- 0 H  H CH.sub.3                                                                         -- -- H  CH.sub.3                                                                         SCH.sub.3                                         J-8                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         CH.sub.3                                          J-8                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         OCH.sub.3                                         J-8                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         OCH.sub.2 CH.sub.3                                J-8                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         SCH.sub.3                                         J-9                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         CH.sub.3                                          J-9                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         OCH.sub.3                                         J-9                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         OCH.sub.2 CH.sub.3                                J-9                                                                              -- 0 H  H -- -- -- H  CH.sub.3                                                                         SCH.sub.2                                         J-10                                                                             O  0 H  H -- -- -- H  CH.sub.3                                                                         CH.sub.3                                          J-10                                                                             O  0 H  H -- -- -- H  CH.sub.3                                                                         OCH.sub.3                                         J-10                                                                             O  0 H  H -- -- -- H  CH.sub.3                                                                         OCH.sub.2 CH.sub.3                                J-10                                                                             O  0 H  H -- -- -- H  CH.sub.3                                                                         SCH.sub.3                                         J-22                                                                             O  0 H  H -- H  H  -- CH.sub.3                                                                         OCH.sub.3                                         J-23                                                                             -- --                                                                              H  H -- H  H  -- CH.sub.3                                                                         OCH.sub.3                                         J-24                                                                             -- --                                                                              H  H -- -- CH.sub.3                                                                         H  CH.sub.3                                                                         OCH.sub.3                                         __________________________________________________________________________

                                      TABLE 30b                                   __________________________________________________________________________     ##STR195##                                                                   J  W.sub.1                                                                          n R R.sub.1                                                                         R.sub.2                                                                          R.sub.5                                                                         R.sub.6                                                                         R.sub.7                                                                          X.sub.2                                                                           Y.sub.2                                                                             m.p. (°C.)                             __________________________________________________________________________    J-11                                                                             O  0 H H -- --                                                                              H H  CH.sub.3                                                                          CH.sub.3                                            J-11                                                                             O  0 H H -- --                                                                              H H  CH.sub.3                                                                          OCH.sub.3                                           J-11                                                                             O  0 H H -- --                                                                              H H  CH.sub.3                                                                          OCH.sub.2 CH.sub.3                                  J-11                                                                             O  0 H H -- --                                                                              H H  CH.sub.3                                                                          SCH.sub.3                                           J-12                                                                             -- 0 H H -- H H H  CH.sub.3                                                                          CH.sub.3                                            J-12                                                                             -- 0 H H -- H H H  CH.sub.3                                                                          OCH.sub.3                                           J-12                                                                             -- 0 H H -- H H H  CH.sub.3                                                                          OCH.sub.2 CH.sub.3                                  J-12                                                                             -- 0 H H -- H H H  CH.sub.3                                                                          SCH.sub.3                                           J-13                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              --                                                                              -- CH.sub.3                                                                          CH.sub.3                                            J-13                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.3                                           J-13                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.2 CH.sub.3                                  J-13                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              --                                                                              -- CH.sub.3                                                                          SCH.sub.3                                           J-14                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          CH.sub.3                                            J-14                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.3                                           J-14                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.2 CH.sub.3                                  J-14                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          SCH.sub.3                                           J-15                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              --                                                                              -- CH.sub.3                                                                          CH.sub.3                                            J-15                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.3                                           J-15                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.2 CH.sub.3                                  J-15                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              --                                                                              -- CH.sub.3                                                                          SCH.sub.3                                           J-16                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          CH.sub.3                                            J-16                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.3                                           J-16                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.2 CH.sub.3                                  J-16                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          SCH.sub.3                                           J-17                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          CH.sub.3                                            J-17                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.3                                           J-17                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.2 CH.sub.3                                  J-17                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          SCH.sub.3                                           J-18                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              --                                                                              -- CH.sub.3                                                                          CH.sub.3                                            J-18                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.3                                           J-18                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.2 CH.sub.3                                  J-18                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              --                                                                              -- CH.sub.3                                                                          SCH.sub.3                                           J-19                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          CH.sub.3                                            J-19                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.3                                           J-19                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.2 CH.sub.3                                  J-19                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          SCH.sub.2                                           J-20                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              --                                                                              -- CH.sub.3                                                                          CH.sub.3                                            J-20                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.3                                           J-20                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.2 CH.sub.3                                  J-20                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              --                                                                              -- CH.sub.3                                                                          SCH.sub.3                                           J-21                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          CH.sub.3                                            J-21                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.3                                           J-21                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          OCH.sub.2 CH.sub.3                                  J-21                                                                             -- --                                                                              H H -- --                                                                              --                                                                              -- CH.sub.3                                                                          SCH.sub.2                                           J-25                                                                             O  --                                                                              H H -- --                                                                              H H  CH.sub.3                                                                          CH.sub.3                                            J-25                                                                             O  --                                                                              H H -- --                                                                              H H  CH.sub.3                                                                          OCH.sub.3                                           J-25                                                                             O  --                                                                              H H -- --                                                                              H H  CH.sub.3                                                                          OCH.sub.2 CH.sub.2                                  J-25                                                                             O  --                                                                              H H -- --                                                                              H H  CH.sub.3                                                                          SCH.sub.3                                           J-26                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              H H  CH.sub.3                                                                          CH.sub.3                                            J-26                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              H H  CH.sub.3                                                                          OCH.sub.3                                           J-26                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              H H  CH.sub.3                                                                          OCH.sub.2 CH.sub.3                                  J-26                                                                             -- --                                                                              H H CH.sub.3                                                                         --                                                                              H H  CH.sub.3                                                                          SCH.sub.3                                           __________________________________________________________________________

                  TABLE 31a                                                       ______________________________________                                         ##STR196##                                                                                                                      m.p.                       J    W.sub.1                                                                              n     R   R.sub.1                                                                           R.sub.2                                                                            R.sub.3                                                                            R.sub.4                                                                            R.sub.5                                                                           X.sub.3                                                                             (°C.)               ______________________________________                                        J-1  --     0     H   H   CH.sub.3                                                                           --   --   H   CH.sub.3                         J-1  --     0     H   H   CH.sub.3                                                                           --   --   H   OCH.sub.3                        J-2  --     0     H   H   --   --   --   H   CH.sub.3                         J-2  --     0     H   H   --   --   --   H   OCH.sub.3                        J-3  --     0     H   H   CH.sub.3                                                                           --   --   H   CH.sub.3                         J-3  --     0     H   H   CH.sub.3                                                                           --   --   H   OCH.sub.3                        J-4  --     0     H   H   --   --   --   H   CH.sub.3                         J-4  --     0     H   H   --   --   --   H   OCH.sub.3                        J-5  --     0     H   H   --   --   --   H   CH.sub.3                         J-5  --     0     H   H   --   --   --   H   OCH.sub.3                        J-6  --     0     H   H   --   CH.sub.3                                                                           CH.sub.3                                                                           H   CH.sub.3                         J-6  --     0     H   H   --   CH.sub.3                                                                           CH.sub.3                                                                           H   OCH.sub.3                        J-7  --     0     H   H   CH.sub.3                                                                           --   --   H   CH.sub.3                         J-7  --     0     H   H   CH.sub.3                                                                           --   --   H   OCH.sub.3                        J-8  --     0     H   H   --   --   --   H   CH.sub.3                         J-8  --     0     H   H   --   --   --   H   OCH.sub.3                        J-9  --     0     H   H   --   --   --   H   CH.sub.3                         J-9  --     0     H   H   --   --   --   H   OCH.sub.3                        J-10 O      0     H   H   --   --   --   H   CH.sub.3                         J-10 O      0     H   H   --   --   --   H   OCH.sub.3                        J-22 O      0     H   H   --   H    H    --  CH.sub.3                         J-23 --     --    H   H   --   H    H    --  CH.sub.3                         J-24 --     --    H   H   --   --   CH.sub.3                                                                           H   CH.sub.3                         ______________________________________                                    

                  TABLE 31b                                                       ______________________________________                                         ##STR197##                                                                                                                      m.p.                       J    W.sub.1                                                                              n     R   R.sub.1                                                                           R.sub.2                                                                            R.sub.5                                                                            R.sub.6                                                                            R.sub.7                                                                           X.sub.3                                                                             (°C.)               ______________________________________                                        J-11 O      0     H   H   --   --   H    H   CH.sub.3                         J-11 O      0     H   H   --   --   H    H   OCH.sub.3                        J-12 --     0     H   H   --   H    H    H   CH.sub.3                         J-12 --     0     H   H   --   H    H    H   OCH.sub.3                        J-13 --     --    H   H   CH.sub.3                                                                           --   --   --  CH.sub.3                         J-13 --     --    H   H   CH.sub.3                                                                           --   --   --  OCH.sub.3                        J-14 --     --    H   H   --   --   --   --  CH.sub.3                         J-14 --     --    H   H   --   --   --   --  OCH.sub.3                        J-15 --     --    H   H   CH.sub.3                                                                           --   --   --  CH.sub.3                         J-15 --     --    H   H   CH.sub.3                                                                           --   --   --  OCH.sub.3                        J-16 --     --    H   H   --   --   --   --  CH.sub.3                         J-16 --     --    H   H   --   --   --   --  OCH.sub.3                        J-17 --     --    H   H   --   --   --   --  CH.sub.3                         J-17 --     --    H   H   --   --   --   --  OCH.sub.3                        J-18 --     --    H   H   CH.sub.3                                                                           --   --   --  CH.sub.3                         J-18 --     --    H   H   CH.sub.3                                                                           --   --   --  OCH.sub.3                        J-19 --     --    H   H   --   --   --   --  CH.sub.3                         J-19 --     --    H   H   --   --   --   --  OCH.sub.3                        J-20 --     --    H   H   CH.sub.3                                                                           --   --   --  CH.sub.3                         J-20 --     --    H   H   CH.sub.3                                                                           --   --   --  OCH.sub.3                        J-21 --     --    H   H   --   --   --   --  CH.sub.3                         J-21 --     --    H   H   --   --   --   --  OCH.sub.3                        J-25 O      --    H   H   --   --   H    H   CH.sub.3                         J-25 O      --    H   H   --   --   H    H   OCH.sub.3                        J-26 --     --    H   H   CH.sub.3                                                                           --   H    H   CH.sub.3                         J-26 --     --    H   H   CH.sub.3                                                                           --   H    H   OCH.sub.3                        ______________________________________                                    

FORMULATIONS

Useful formulations of the compounds of Formula I can be prepared inconventional ways. They include dusts, granules, pellets, solutions,suspensions, emulsions, wettable powders, emulsifiable concentrates andthe like. Many of these may be applied directly. Sprayable formulationscan be extended in suitable media and used at spray volumes of from afew liters to several hundred liters per hectare. High strengthcompositions are primarily used as intermediates for furtherformulation. The formulations, broadly, contain about 0.1% to 99% byweight of active ingredient(s) and at least one of (a) about 0.1% to 20%surfactant(s) and (b) about 1% to 99.9% solid or liquid inertdiluent(s). More specifically,they will contain these ingredients in thefollowing approximate proportions:

                  TABLE 32                                                        ______________________________________                                                    Active  Weight Percent*                                                       Ingredient                                                                            Diluent(s)                                                                              Surfactant(s)                                   ______________________________________                                        Wettable Powders                                                                            20-90     0-74      1-10                                        Oil Suspensions,                                                                            3-50      40-95     0-15                                        Emulsions, Solutions,                                                         (including Emulsifiable                                                       Concentrates)                                                                 Aqueous Suspension                                                                          10-50     40-84     1-20                                        Dusts         1-25      70-99     0-5                                         Granules and Pellets                                                                        0.1-95    5-99.9    0-15                                        High Strength 90-99     0-10      0-2                                         Compositions                                                                  ______________________________________                                        *Active ingredient plus at least one of a Surfactant or a Diluent equals       100 weight percent.                                                      

Lower or higher levels of active ingredient can, of course, be presentdepending on the intended use and the physical properties of thecompound.Higher ratios of surfactant to active ingredient are sometimesdesirable, and are achieved by incorporation into the formulation or bytank mixing.

Typical solid diluents are described in Watkins, et al., "Handbook ofinsecticide Dust Diluents and Carriers", 2nd Ed., Dorland Books,Caldwell,New Jersey, but other solids, either mined or manufactured, maybe used. The more absorptive diluents are preferred for wettable powdersand the denser ones for dusts. Typical liquid diluents and solvents aredescribed in Marsden, "Solvents Guide," 2nd Ed., Interscience, New York,1950. Solubility under 0.1% is preferred for suspension concentrates;solution concentrates are preferably stable against phase separation at0° C. "McCutcheon's Detergents and Emulsifiers Annual", MC PublishingCorp., Ridgewood, New Jersey, as well as Sisely and Wood, "Encyclopediaof Surface Active Agents", Chemical Publishing Co., Inc., New York,1964, list surfactants and recommended uses. All formulations cancontain minor amounts of additives to reduce foaming, caking, corrosion,microbiologicalgrowth, etc.

The methods of making such compositions are well known. Solutions areprepared by simply mixing the ingredients. Fine solid compositions aremade by blending and, usually, grinding as in a hammer or fluid energymill. Suspensions are prepared by wet milling (see, for example,Littler, U.S. Pat. No. 3,060,084). Granules and pellets may be made byspraying theactive material upon preformed granular carriers or byagglomeration techniques. See J. E. Browning, "Agglomeration", ChemicalEngineering, Dec. 4, 1967, pp. 147ff. and "Perry's Chemical Engineer'sHandbook", 5th Ed., McGraw-Hill, New York, 1973, pp. 8-57ff.

For further information regarding the art of formulation, see forexample:

H. M. Loux, U.S. Pat. No. 3,235,361, Feb. 15, 1966, Col. 6, line 16throughCol. 7, line 19 and Examples 10 through 41;

R. W. Luckenbaugh, U.S. Pat. No. 3,309,192, Mar. 14, 1967, Col. 5, line43 through Col. 7, line 62 and Examples 8, 12, 15, 39, 41, 53, 58, 132,138-140, 162-164, 166, 167 and 169-182;

H. Gysin and E. Knusli, U.S. Pat. No. 2,891,855, June 23, 1959, Col. 3,line 66 through Col. 5, line 17 and Examples 1-4;

G. C. Klingman, "Weed Control as a Science", John Wiley and Sons, Inc.,NewYork, 1961, pp. 81-96; and

J. D. Fryer and S. A. Evans, "Weed Control Handbook", 5th Ed., BlackwellScientific Publications, Oxford, 1968, pp. 101-103.

In the following examples, all parts are by weight unless otherwiseindicated.

EXAMPLE 10

    ______________________________________                                        Wettable Powder                                                               ______________________________________                                        N--[(4-chloro-6-methoxypyrimidin-2-yl)aminocarbonyl]-                         2,3-dihydro-2-methyl-1,2-benzisothiazole-7-sulfon-                            amide, 1,1-dioxide           80%                                              sodium alkylnaphthalenesulfonate                                                                           2%                                               sodium ligninsulfonate       2%                                               synthetic amorphous silica   3%                                               kaolinite                    13%                                              ______________________________________                                    

The ingredients are blended, hammer-milled until all the solids areessentially under 50 microns, reblended, and packaged.

EXAMPLE 11

    ______________________________________                                        Wettable Powder                                                               ______________________________________                                        N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2,3-                          dihydro-2-methyl-1,2-benzisothiazole-7-sulfonamide,                           1,1-dioxide                 50%                                               sodium alkylnaphthalenesulfonate                                                                          2%                                                low viscosity methyl cellulose                                                                            2%                                                diatomaceous earth          46%                                               ______________________________________                                    

The ingredients are blended, coarsely hammer-milled and then air-milledto produce particles essentially all below 10 microns in diameter. Theproduct is reblended before packaging.

EXAMPLE 12

    ______________________________________                                        Granule                                                                       ______________________________________                                        Wettable Powder of Example 11                                                                        5%                                                     attapulgite granules   95%                                                    (U.S.S. 20-40 mesh; 0.84-0.42 mm)                                             ______________________________________                                    

A slurry of wettable powder containing ≈25% solids is sprayed on thesurface of attapulgite granules in a double-cone blender. Thegranulesare dried and packaged.

EXAMPLE 13

    ______________________________________                                        Extruded Pellet                                                               ______________________________________                                        N--[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-                         2,3-dihydro-2-propyl-1,2-benzisothiazole-7-sulfon-                            amide, 1,1-dioxide           25%                                              anhydrous sodium sulfate     10%                                              crude calcium ligninsulfonate                                                                              5%                                               sodium alkylnaphthalenesulfonate                                                                           1%                                               calcium/magnesium bentonite  59%                                              ______________________________________                                    

The ingredients are blended, hammer-milled and then moistened with about12% water. The mixture is extruded as cylinders about 3 mm diameterwhich are cut to produce pellets about 3 mm long. These may be useddirectly after drying, or the dried pellets may be crushed to pass aU.S.S. No. 20 sieve (0.84 mm openings). The granules held on a U.S.S.No. 40 sieve (0.42mm) openings) may be packaged for use and the finesrecycled.

EXAMPLE 14

    ______________________________________                                        Oil Suspension                                                                ______________________________________                                        N--[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]-                         3,4-dihydro-2-methyl-2H-1,2-benzothiazine-8-sulfon-                           amide, 1,1-dioxide          25%                                               polyoxyethylene sorbitol hexaoleate                                                                       5%                                                highly aliphatic hydrocarbon oil                                                                          70%                                               ______________________________________                                    

The ingredients are ground together in a sand mill until the solidparticles have been reduced to under about 5 microns. The resultingthick suspension may be applied directly, but preferably after beingextended with oils or emulsified in water.

EXAMPLE 15

    ______________________________________                                        Wettable Powder                                                               ______________________________________                                        N--[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-                         2,3-dihydro-2-(1-methylethyl)-1,2-benzisothiazole-                            7-sulfonamide, 1,1-dioxide   20%                                              sodium alkylnaphthalenesulfonate                                                                           4%                                               sodium ligninsulfonate       4%                                               low viscosity methyl cellulose                                                                             3%                                               attapulgite                  69%                                              ______________________________________                                    

The ingredients are thoroughly blended. After grinding in a hammer-millto produce particles essentially all below 100 microns, the material isreblended and sifted through a U.S.S. No. 50 sieve (0.3 mm opening) andpackaged.

EXAMPLE 16

    ______________________________________                                        Low Strength Granule                                                          ______________________________________                                        N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-1,3-                          dihydro-3-oxoisobenzofuran-4-sulfonamide                                                                  1%                                                N,N--dimethylformamide      9%                                                attapulgite granules        90%                                               (U.S.S. 20-40 sieve)                                                          ______________________________________                                    

The active ingredient is dissolved in the solvent and the solution issprayed upon dedusted granules in a double cone blender. After sprayingofthe solution has been completed, the blender is allowed to run for ashort period and then the granules are packaged.

EXAMPLE 17

    ______________________________________                                        Aqueous Suspension                                                            ______________________________________                                        N--[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocar-                          bonyl]-2,3-dihydro-2-(1-methylethyl)-1,2-benziso-                             thiazole-7-sulfonamide, 1,1-dioxide                                                                      40%                                                polyacrylic acid thickener 0.3%                                               dodecylphenol polyethylene glycol ether                                                                  0.5%                                               disodium phosphate         1%                                                 monosodium phosphate       0.5%                                               polyvinyl alcohol          1.0%                                               water                      56.7%                                              ______________________________________                                    

The ingredients are blended and ground together in a sand mill toproduce particles essentially all under 5 microns in size.

EXAMPLE 18

    ______________________________________                                        Solution                                                                      ______________________________________                                        N--[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocar-                          bonyl]-2,3-dihydro-2-methyl-1,2-benzisothiazole-                              7-sulfonamide, 1,1-dioxide, sodium salt                                                                   5%                                                water                       95%                                               ______________________________________                                    

The salt is added directly to the water with stirring to produce thesolution, which may then be packaged for use.

EXAMPLE 19

    ______________________________________                                        Low Strength Granule                                                          ______________________________________                                        N--[(4-methoxy-6-methylpyrimidin-2-yl)aminocarbonyl]-                         1,3-dihydro-2-methyl-1-oxo-1H-isoindole-7-sulfon-                             amide,                       0.1%                                             attapulgite granules         99.9%                                            (U.S.S. 20-40 mesh)                                                           ______________________________________                                    

The active ingredient is dissolved in a solvent and the solution issprayedupon dedusted granules in a double-cone blender. After sprayingof the solution has been completed, the material is warmed to evaporatethe solvent. The material is allowed to cool and then packaged.

EXAMPLE 20

    ______________________________________                                        Granule                                                                       ______________________________________                                        N--[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)aminocar-                          bonyl]-2,3-dihydro-2-ethyl-1,2-benzisothiazole-7-                             sulfonamide, 1,1-dioxide    80%                                               wetting agent               1%                                                crude ligninsulfonate salt (containing                                                                    10%                                               5-20% of the natural sugars)                                                  attapulgite clay            9%                                                ______________________________________                                    

The ingredients are blended and milled to pass through a 100 meshscreen. This material is then added to a fluid bed granulator, the airflow is adjusted to gently fluidize the material, and a fine spray ofwater is sprayed onto the fluidized material. The fluidization andspraying are continued until granules of the desired size range aremade. The spraying is stopped, but fluidization is continued, optionallywith heat, until thewater content is reduced to the desired level,generally less than 1%. The material is then discharged, screened to thedesired size range, generally14-100 mesh (1410-149 microns), andpackaged for use.

EXAMPLE 21

    ______________________________________                                        High Strength Concentrate                                                     ______________________________________                                        N--[(4-chloro-6-methoxypyrimidin-2-yl)aminocarbonyl]-                         2,3-dihydro-2-methyl-1,2-benzisothiazole-7-sulfon-                            amide, 1,1-dioxide           99%                                              silica aerogel               0.5%                                             synthetic amorphous silica   0.5%                                             ______________________________________                                    

The ingredients are blended and ground in a hammer-mill to produce amaterial essentially all passing a U.S. Ser. No. 50 screen (0.3 mmopening). The concentrate may be formulated further if necessary.

EXAMPLE 22

    ______________________________________                                        Wettable Powder                                                               ______________________________________                                        N--[(4-chloro-6-methoxypyrimidin-2-yl)aminocarbonyl]-                         2,3-dihydro-2-methyl-1,2-benzisothiazole-7-sulfon-                            amide, 1,1-dioxide           90%                                              dioctyl sodium sulfosuccinate                                                                              0.1%                                             synthetic fine silica        9.9%                                             ______________________________________                                    

The ingredients are blended and ground in a hammer-mill to produceparticles essentially all below 100 microns. The material is siftedthrough a U.S.S. No. 50 screen and then packaged.

EXAMPLE 23

    ______________________________________                                        Wettable Powder                                                               ______________________________________                                        N--[(4,6-dimethoxypyrimidin-2-yl)aminocarbonyl]-2,3-                          dihydro-2-methyl-1,2-benzisothiazole-7-sulfonamide,                           1,1-dioxide                 40%                                               sodium ligninsulfonate      20%                                               montmorillonite clay        40%                                               ______________________________________                                    

The ingredients are thoroughly blended, coarsely hammer-milled and thenair-milled to produce particles essentially all below 10 microns insize. The material is reblended and then packaged.

EXAMPLE 24

    ______________________________________                                        Oil Suspension                                                                ______________________________________                                        N--[(4-methoxymethyl-6-methylpyrimidin-2-yl)aminocar-                         bonyl]-2,3-dihydro-2-methyl-1,2-benzisothiazole-7-                            sulfonamide, 1,1-dioxide     35%                                              blend of polyalcohol carboxylic                                                                            6%                                               esters and oil soluble petroleum                                              sulfonates                                                                    xylene                       59%                                              ______________________________________                                    

The ingredients are combined and ground together in a sand mill toproduce particles essentially all below 5 microns. The product can beused directly, extended with oils, or emulsified in water.

UTILITY

Test results indicate that the compounds of the present invention areactive herbicides. They should have utility for broad-spectrum pre-and/orpost-emergence weed control in areas where complete control of allvegetation is desired, such as around fuel storage tanks, ammunitiondepots, industrial storage areas, parking lots, drive-in theaters,around billboards, highway and railroad structures, or on fallow land.Alternatively, some of the subject compounds should be useful for theselective pre- or post-emergence weed control in crops, especiallywheat, cotton and soybeans.

The rates of application for the compounds of the invention aredetermined by a number of factors, including their use as selective orgeneral herbicides, the crop species involved, the types of weeds to becontrolled, weather and climate, formulations selected, mode ofapplication, amount of foliage present, etc. In general terms, thesubjectcompounds should be applied at levels of around 0.001 to 5 kg/ha,the lower rates being suggested for use on lighter soils and/or thosehaving alow organic matter content, for selective weed control or forsituations where only short-term persistence is required.

The compounds of the invention may be used in combination with any othercommercial herbicide; examples of which are those of the triazine,triazole, uracil, urea, amide, diphenylether, carbamate and bipyridyliumtypes. They also may be used in combination with mefluidide.

The herbicidal properties of the subject compounds were discovered in anumber of green house tests. The test procedures and results follow.

TEST A

Seeds of crabgrass (Digitaria sp.), barnyard-grass (Echinochloacrusgalli),wild oats (Avena fatua), sicklepos (Cassia obtusifolia),morningglory (Ipomoea sp.), cocklebur (Xanthium pensylvanicum), sorghum,corn, soybean,sugar beet, rice, wheat, purple nutsedge (Cyperusrotundus) tubers, and in certain cases, cotton were planted and treatedpre-emergence with the testchemicals dissolved in a non-phytotoxicsolvent. At the same time, these crop and weed species, along withcotton and bush bean, were treated with a soil/foilage application. Atthe time of treatment, the plants ranged inheight from 2 to 18 cm.Treated plants and controls were maintained in a greenhouse for sixteendays, after which all species were compared to controls and visuallyrated for response to treatment. The ratings, summarized in Table A, arebased on a numerical scale extending from 0=no injury, to 10=completekill. The accompanying descriptive symbols have thefollowing meanings:

C=chlorosis/necrosis;

E=emergence inhibition;

G=growth retardation;

H=formative effects;

L=lodging;

U=unusual pigmentation;

X=axillary stimulation; and

6Y=abscised flowers or buds.

The data show that most of the compounds tested are highly activeherbicides with growth modifying properties and that some of thecompoundstested provide selective weed control in crops such as wheat,cotton and soybeans. ##STR198##

                  TABLE A                                                         ______________________________________                                                  Cmpd. 1   Cmpd. 2  Cmpd. 3 Cmpd. 4                                  Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean 6C,9G,6Y  9C       4C,8G,6Y                                                                              4C,7G,6Y                                 Cotton    5C,9G     6C,9G    4C,5H   2C,3H                                    Morningglory                                                                            6C,9G     10C      2C,5G   1C                                       Cocklebur 6C,9G     9C       2C,7G   4G                                       Sicklepod 4C,9G     9C       2C,5G   3C,8G                                    Nutsedge  9C        9C       6G      8G                                       Crabgrass 9C        9C       2G      2C,7G                                    Barnyardgrass                                                                           9C        9C       5C,9H   9C                                       Wild Oats 9C        9C       3C,9G   9C                                       Wheat     9C        9C       9C      4C,9G                                    Corn      9C        9C       6C,9G   9C                                       Soybean   5C,9G     6C,9G    3C,9G   3C,8H                                    Rice      6C,9G     6C,9G    3C,9G   5C,9G                                    Sorghum   5C,9G     9C       2C,9G   2C,9G                                    Sugar beet                                                                              9C        9C       3C,9G   4C,9G                                    PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            9G        9C       3H      2G                                       Cocklebur 9H        9H       3G      2G                                       Sicklepod 8G        9G       8G      7G                                       Nutsedge  10E       10E      0       0                                        Crabgrass 3G        5C,9G    0       0                                        Barnyardgrass                                                                           2C,7H     6C,9H    2C      1C                                       Wild Oats 5C,8H     6C,9H    2C,8G   2C,8G                                    Wheat     5C,9G     10H      2C,9G   8G                                       Corn      5C,9G     10E      4C,9G   3C,9G                                    Soybean   4C,3H     9H       1C,2G   0                                        Rice      10E       10E      10E     10E                                      Sorghum   5C,9H     6C,9H    4C,9G   2C,9G                                    Sugar beet                                                                              5C,9G     6C,9G    8G      4C,9G                                    ______________________________________                                                  Cmpd. 5   Cmpd. 6  Cmpd. 7 Cmpd. 8                                  Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean 9C        9C       5C,9G,6Y                                                                              5C,9G,6Y                                 Cotton    6C,9G     9C       5C,9G   2C,2H                                    Morningglory                                                                            9C        10C      5C,9G   2C,4G                                    Cocklebur 9C        10C      9C      1C,3G                                    Sicklepod 9C        9C       5C,8G   3C                                       Nutsedge  10C       10C      3C,9G   5C,9G                                    Crabgrass 9C        9C       6C,9G   2C,5G                                    Barnyardgrass                                                                           9C        9C       9C      5C,9H                                    Wild Oats 9C        4C,9G    9C      5C,9G                                    Wheat     9C        9C       9C      9C                                       Corn      9C        9C       5U,9C   3U,9G                                    Soybean   6C,9G     3C,9G    5C,9G   4C,9G                                    Rice      9C        6C,9G    5C,9G   5C,9G                                    Sorghum   10C       9C       4C,9G   2C,9G                                    Sugar beet                                                                              9C        9C       9C      2C,8G                                    PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            9C        9C       9C      1C                                       Cocklebur 9H        9H       9H      2C,8G                                    Sicklepod 9C        9G       9G      3G                                       Nutsedge  10E       10E      10E     3G                                       Crabgrass 6C,9G     5C,9G    2C,5G   1C,3G                                    Barnyardgrass                                                                           6C,9H     6C,9H    2C,9G   2C                                       Wild Oats 6C,9H     5C,9G    4C,9G   2C,7G                                    Wheat     10H       3C,9G    9H      2C,8G                                    Corn      10H       4C,9H    5C,9H   2C,7H                                    Soybean   9H        6H       4C,5H   1C                                       Rice      10E       10E      10E     5C,9H                                    Sorghum   10H       6C,9H    5C,9H   2C,5G                                    Sugar beet                                                                              9C        10E      5C,9G   7G                                       ______________________________________                                                  Cmpd. 9   Cmpd. 10 Cmpd. 11                                                                              Cmpd. 12                                 Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean --        --       --      --                                       Cotton    4C,9H     5C,9G    9C      4C,8G                                    Morningglory                                                                            4C,8H     10C      9C      5C,9H                                    Cocklebur 3C,7H     9C       10C     2C,5G                                    Sicklepod 3C,7H     9C       9C      3C,5H                                    Nutsedge  2C,8G     4C,9G    2C,9G   5G                                       Crabgrass 4C,9G     9C       9C      2C,5G                                    Barnyardgrass                                                                           5C,9G     9C       9C      5C,9H                                    Wild Oats 9C        9C       9C      6C,9G                                    Wheat     10C       10C      9C      5C,9G                                    Corn      5C,9G     10C      10C     5U,9G                                    Soybean   2C,9G,5X  5C,9G    9C      3C,8G,5X                                 Rice      6C,9G     9C       6C,9G   5C,9G                                    Sorghum   4C,9H     9C       9C      5C,9G                                    Sugar beet                                                                              4C,8H     9C       9C      9C                                       PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            3C,8H     9C       10E     7H                                       Cocklebur 2C,3H     9H       9H      0                                        Sicklepod 2C        9G       9G      7G                                       Nutsedge  5C,8G     10E      10E     2G                                       Crabgrass 5C,9G     9C       6C,9G   0                                        Barnyardgrass                                                                           5C,9H     5C,9H    10H     4C,5G                                    Wild Oats 10C       9C       6C,9H   2C,9G                                    Wheat     10C       10C      10E     5C,9G                                    Corn      2U,8G     5C,9H    10H     5C,9H                                    Soybean   3C        9H       9H      1C,2H                                    Rice      10E       10E      10E     10                                       Sorghum   10C       5C,9H    10E     5C,9H                                    Sugar beet                                                                              9C        10C      10E     9C                                       Cotton    3C,4H     9G       2C,9G   5G                                       ______________________________________                                                  Cmpd. 13  Cmpd. 14 Cmpd. 15                                                                              Cmpd. 16                                 Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean --        --       --      --                                       Cotton    4C,9G     3C,9G    3C,9H   10C                                      Morningglory                                                                            4C,8H     4C,8G    5C,9G   9C                                       Cocklebur 8H        4C,9G    4C,9H   10C                                      Sicklepod 3G        9G       5C,9G   9C                                       Nutsedge  3C,7G     5G       9G      4C,9G                                    Crabgrass 5C,9G     3C,9G    6C,9G   5C,9G                                    Barnyardgrass                                                                           9C        5C,9H    6C,9G   9C                                       Wild Oats 2C,9G     9C       6C,9G   9C                                       Wheat     5C,9G     9C       9C      9C                                       Corn      10C       4U,9G    5U,9C   9C                                       Soybean   2C,6G     5C,9G    5C,9G   9C                                       Rice      5C,9G     3C,9G    5C,9G   5C,9G                                    Sorghum   9C        2C,9G    5C,9G   4U,9C                                    Sugar beet                                                                              9C        5C,9G    9C      9C                                       PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            9C        9G       2C,6H   9H                                       Cocklebur 9H        8H       2C,3H   9H                                       Sicklepod 8G        8G       8G      9C                                       Nutsedge  10E       10E      10E     10E                                      Crabgrass 5C,9G     4C,8G    5C,8G   5C,9G                                    Barnyardgrass                                                                           10H       2C,8H    9H      9H                                       Wild Oats 5C,9G     2C,8G    5C,8H   5C,9H                                    Wheat     4C,9G     2C,8G    4C,9H   9H                                       Corn      5C,9H     8G       3C,9G   5C,9H                                    Soybean   2C,3G     1C,1H    2C,4G   9H                                       Rice      10E       10E      10E     10E                                      Sorghum   7C,9H     2C,9G    4C,9H   5C,9H                                    Sugar beet                                                                              9C        3C,9G    4C,9G   10E                                      Cotton    8G        2G       3G      9H                                       ______________________________________                                                  Cmpd. 17  Cmpd. 18 Cmpd. 19                                                                              Cmpd. 20                                 Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean --        --       --      --                                       Cotton    10C       10C      10C     3C,7H                                    Morningglory                                                                            10C       10C      10C     2C,5H                                    Cocklebur 9C        10C      10C     2G                                       Sicklepod 9C        9C       10C     3C,6H                                    Nutsedge  10C       5C,9G    9C      1C,2G                                    Crabgrass 9C        5C,9G    9C      3G                                       Barnyardgrass                                                                           9C        9C       9C      3C,9H                                    Wild Oats 9C        9C       5C,9G   5C,9G                                    Wheat     9C        9C       6C,9G   5C,9G                                    Corn      5U,9C     10C      9C      5C,9G                                    Soybean   6C,9G     6C,9G    6C,9G   2C,2H                                    Rice      9C        9C       6C,9G   5C,9G                                    Sorghum   4U,9G     9C       9C      3C,9H                                    Sugar beet                                                                              9C        9C       9C      3C,7G                                    PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            9H        10E      9G      8G                                       Cocklebur 9H        9H       9H      8H                                       Sicklepod 9G        9C       9G      8G                                       Nutsedge  10E       10E      3C,8G   0                                        Crabgrass 5C,9G     6C,9G    5C,9G   0                                        Barnyardgrass                                                                           6C,9H     6C,9H    6C,9H   3C,3H                                    Wild Oats 9C        6C,9H    6C,9H   3C,9H                                    Wheat     10E       10E      10H     2C,9H                                    Corn      10E       10E      6C,9H   3C,9G                                    Soybean   9H        9H       9H      3G                                       Rice      10E       10E      10E     10E                                      Sorghum   10E       10E      10E     5C,9H                                    Sugar beet                                                                              10E       10E      10E     8G                                       Cotton    5C,9G     9C       3C,9G   3G                                       ______________________________________                                                  Cmpd. 21  Cmpd. 22 Cmpd. 23                                                                              Cmpd. 24                                 Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean --        --       --      --                                       Cotton    9C        0        4C,9H   4C,9G                                    Morningglory                                                                            9C        2C,5G    4C,8H   5C,9G                                    Cocklebur 9C        3G       2C,7H   4C,9H                                    Sicklepod 9C        0        4C,8G   2C,6G                                    Nutsedge  9C        0        2C,8G   9C                                       Crabgrass 6C,9G     2C,5G    4C,9G   9C                                       Barnyardgrass                                                                           9C        5C,9H    9C      9C                                       Wild Oats 5C,9G     9C       9C      9C                                       Wheat     10C       2C,8G    2G      2C,5G                                    Corn      10C       2U,8H    7U,9C   10C                                      Soybean   5C,9G     2C,5G    5C,9G   4C,9G                                    Rice      6C,9G     4C,9G    6C,9G   5C,9G                                    Sorghum   9C        4C,9H    5C,9G   8C,9H                                    Sugar beet                                                                              9C        0        0       3C,7G                                    PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            9H        2C,4G    4C,8H   5C,9G                                    Cocklebur 9H        0        5C,9H   9H                                       Sickelpod 2C,9G     0        2C,5G   3C,9H                                    Nutsedge  10E       0        8G      10E                                      Crabgrass 2C,5G     2C,6G    6G      5C,9G                                    Barnyardgrass                                                                           5C,9H     2C       3C,8H   5C,9H                                    Wild Oats 2C,9G     5C,9H    5C,9H   6C,9H                                    Wheat     4C,9H     5G       0       2C,9G                                    Corn      2C,9H     3C,8H    2C,9G   5C,9H                                    Soybean   9H        2C       4C,7H   4C,8G                                    Rice      10E       5C,9H    10E     10E                                      Sorghum   10H       3C,6H    3C,9H   2C,9H                                    Sugar beet                                                                              3C,9G     5G       3C,8H   9C                                       Cotton    3C,9G     1C       6G      9G                                       ______________________________________                                                  Cmpd. 25  Cmpd. 26 Cmpd. 27                                                                              Cmpd. 28                                 Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean --        --       --      --                                       Cotton    2C,7H     0        0       9C                                       Morningglory                                                                            2C,4G     3G       0       9C                                       Cocklebur 4G        3G       0       9C                                       Sicklepod 2C,2G     3G       0       5C,9G                                    Nutsedge  0         0        0       10C                                      Crabgrass 2C,8G     2G       0       9C                                       Barnyardgrass                                                                           9C        5C,9H    3C,8H   9C                                       Wild Oats 9C        9C       3C,8G   0                                        Wheat     0         0        0       0                                        Corn      6C,9H     3U,9G    2C,8H   10C                                      Soybean   4C,8H     0        lC      2C,7G                                    Rice      6C,9G     5C,9G    7G      9C                                       Sorghum   7C,9H     3C,9H    2C,6G   9C                                       Sugar beet                                                                              lC        0        0       9C                                       PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            4C,8G     0        0       9G                                       Cocklebur 2C,5G     2C,3G    0       9H                                       Sicklepod 2C        0        0       9G                                       Nutsedge  8G        0        0       10E                                      Crabgrass 3C,8G     3G       2G      5C,9G                                    Barnyardgrass                                                                           3C,9H     2H       0       6C,9H                                    Wild Oats 3C,8G     4G       5G      2C,5G                                    Wheat     3C,8G     0        0       0                                        Corn      3C,9H     2C,7G    3G      3C,9H                                    Soybean   3C,6H     0        0       3C,6G                                    Rice      10E       3C,7H    2C,7G   10E                                      Sorghum   5C,9H     9H       0       10H                                      Sugar beet                                                                              8G        0        0       10E                                      Cotton    6G        0        0       9G                                       ______________________________________                                                 Cmpd. 29                                                                             Cmpd. 30  Cmpd. 31 Cmpd. 32                                   Rate g/ha  50       50        50     50  2000                                 ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean  --       --        --     --  --                                   Cotton     5C,9G    6C,9G     3C,8H  0   3C,9G                                Morningglory                                                                             9C       5C,9G     3C,7H  0   3C,9H                                Cocklebur  10C      10C       7G     0   3C,9H                                Sicklepod  9C       2C,8G     8G     0   3C,9G                                Nutsedge   10C      5C,9G     2C,5G  0   2C,9G                                Crabgrass  10C      5C,9G     4G     0   3C,9H                                Barnyardgrass                                                                            10C      9C        2C,8G  0   9C                                   Wild Oats  9C       9C        2C,3G  0   4C,8G                                Wheat      9C       9C        2G     0   9C                                   Corn       10C      9C        2C,6H  0   9C                                   Soybean    5C,9G    5C,9G     2H     0   3C,9H                                Rice       6C,9G    6C,9G     5G     0   6C,9G                                Sorghum    9C       9C        2C,8H  0   2C,9G                                Sugar beet 9C       9C        0      0   3C,8G                                PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                             9G       9H        8H     0   10C                                  Cocklebur  2C,9H    8H        9H     0   9H                                   Sicklepod  9C       9G        5C,9G  0   9C                                   Nutsedge   10E      10E       7G     0   3G                                   Crabgrass  9C       4C,7G     6G     0   0                                    Barnyardgrass                                                                            6C,9H    5C,9H     4C,8H  0   4C,6H                                Wild Oats  6C,9H    5C,9H     9G     0   3C,9G                                Wheat      10E      5C,9H     9G     0   3C,9G                                Corn       10E      9H        3C,9H  0   3U,9G                                Soybean    9H       2C,7H     lC,3G  0   4G                                   Rice       10E      10E       10E    0   3C,8G                                Sorghum    10H      10H       9H     0   3C,9H                                Sugar beet 6C,9G    5C,9G     7G     0   8G                                   Cotton     9G       9G        9G     0   8                                    ______________________________________                                                  Cmpd. 33  Cmpd. 34 Cmpd. 35                                                                               Cmpd. 36                                Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean --        --       --      --                                       Cotton    lC        9C       9C      4G                                       Morningglory                                                                            2C        4C,9H    5C,9G   2C,8G                                    Cocklebur lC        5C,9G    2C,8G   6G                                       Sicklepod 0         2C,4G    2C,7G   3C,8H                                    Nutsedge  0         4C,9G    10C     9C                                       Crabgrass 0         0        lC      3C,9H                                    Barnyardgrass                                                                           2C,6H     3C,8H    3C,8H   9C                                       Wild Oats 2C,7G     3C,8G    3C,9G   3C,9G                                    Wheat     2C,4G     5C,9G    9C      5C,9G                                    Corn      9C        3H,5L    3H,5L   10C                                      Soybean   0         4C,8H    4C,9G   3C,8H                                    Rice      4C,9G     5C,9G    4C,9G   3C,9G                                    Sorghum   2C,9G     2U,9H    9G      5U,9G                                    Sugar beet                                                                              2C,3H     9C       5C,9G   2C,9G                                    PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            1C        3C,8G    2C      2C,8G                                    Cocklebur 4H        2C,8H    2C,7H   3C,9H                                    Sicklepod 0         8G       2G      4C,8G                                    Nutsedge  0         0        0       10E                                      Crabgrass 0         0        0       3C,7G                                    Barnyardgrass                                                                           0         0        0       5C,9H                                    Wild Oats 0         0        0       3C,9G                                    Wheat     0         0        0       10H                                      Corn      2C,8H     0        2G      9H                                       Soybean   0         0        0       3C,8H                                    Rice      2C,8H     5G       7H      10E                                      Sorghum   8H        2C,8G    2C,9H   6C,9H                                    Sugar beet                                                                              0         2C,8G    7H      9G                                       Cotton    0         2G       2G      8G                                       ______________________________________                                                  Cmpd. 37  Cmpd. 38 Cmpd. 39                                                                              Cmpd. 40                                 Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean --        --       --      --                                       Cotton    4C,8G     0        5G      0                                        Morningglory                                                                            2C,8H     1C       2C,3G   3H                                       Cocklebur 2C,5G     2G       4G      4G                                       Sicklepod 4C,4H     1C       4G      lC                                       Nutsedge  0         0        8G      5C,9G                                    Crabgrass 3G        2C,8G    5C,9G   9C                                       Barnyardgrass                                                                           9C        2C,9H    10C     9C                                       Wild Oats 9C        5C,9G    5C,9G   6C,9G                                    Wheat     9C        9C       8G      9G                                       Corn      6U,9C     2C,7H    5C,9G   2C,8H                                    Soybean   4C,8G     2G       lC,3H   5G                                       Rice      5C,9G     5C,9G    9C      9C                                       Sorghum   4C,9G     4C,9H    9C      3C,9G                                    Sugar beet                                                                              9C        0        4C,9H   2C,5G                                    PRE-EMER-                                                                     GENCE                                                                         Morninglory                                                                             8H        0        3G      2C,2H                                    Cocklebur 9H        0        3G      6H                                       Sicklepod 6G        0        3G      3G                                       Nutsedge  3G        0        8G      7G                                       Crabgrass 0         0        3C,8G   4G                                       Barnyardgrass                                                                           3C,8H     1H       5C,9H   3C,8H                                    Wild Oats 5C,9G     2C       3C,9G   2C,9G                                    Wheat     3C,9G     0        7G      8G                                       Corn      5C,9H     2G       9G      2C,8G                                    Soybean   2C        0        1C,3G   2G                                       Rice      10E       5G       10E     10E                                      Sorghum   6C,9H     0        10H     5C,9H                                    Sugar beet                                                                              4C,9G     0        7G      5G                                       Cotton    7G        0        2G      1C                                       ______________________________________                                                  Cmpd. 41  Cmpd. 42 Cmpd. 43                                                                              Cmpd. 44                                 Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean --        --       --      --                                       Cotton    0         0        2C,5G   6C,9G                                    Morningglory                                                                            5G        0        2G      6C,9G                                    Cocklebur 3G        0        3G      9C                                       Sicklepod 2G        0        2G      9C                                       Nutsedge  3G        0        5G      3C,9G                                    Crabgrass 3G        2G       6G      9C                                       Barnyardgrass                                                                           4C,9H     3C,8H    2C,8H   5C,9G                                    Wild Oats 4C,9H     3C,9H    4C,8H   9C                                       Wheat     9C        3C,9H    9C      10C                                      Corn      2C,8H     0        2C,9H   9C                                       Soybean   0         0        6H      5C,9G                                    Rice      3C,9G     9G       4C,9G   6C,9G                                    Sorghum   3C,9H     0        3C,8H   9C                                       Sugar beet                                                                              0         0        2C      9C                                       PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            2C        0        3H      9G                                       Cocklebur 0         0        2H      9H                                       Sicklepod 0         0        0       8G                                       Nutsedge  0         0        0       3C,9G                                    Crabgrass 0         0        0       5C,9G                                    Barnyardgrass                                                                           2H        0        3G      3C,9H                                    Wild Oats 2C,4G     2G       2G      5C,9G                                    Wheat     8G        2G       2G      6C,9H                                    Corn      4G        0        0       5C,9H                                    Soybean   0         0        3G      4C,8H                                    Rice      5G        0        0       10E                                      Sorghum   2G        0        0       5C,9H                                    Sugar beet                                                                              0         0        0       5C,9G                                    Cotton    0         0        0       8G                                       ______________________________________                                                  Cmpd. 45  Cmpd. 46 Cmpd. 47                                                                              Cmpd. 48                                 Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean --        --       --      --                                       Cotton    10C       5C,9G    0       3C,8H                                    Morningglory                                                                            5C,9G     4C,9G    1C      2C,7H                                    Cocklebur 9C        9C       1C      3C,8H                                    Sicklepod 9C        5C,9G    0       lC,3H                                    Nutsedge  3C,9G     2C,8G    0       3C,8G                                    Crabgrass 9C        2C,9G    0       2H                                       Barnyardgrass                                                                           9C        9C       3C,7H   4C,9H                                    Wild Oats 9C        9C       2C,5G   5C,9G                                    Wheat     10C       10C      6G      9C                                       Corn      9C        10C      2C,8H   2C,8H                                    Soybean   9C        5C,9G    0       3C,6H                                    Rice      6C,9G     5C,9G    3C,9G   6C,9G                                    Sorghum   9C        10C      2C,8H   6H                                       Sugar beet                                                                              9C        9C       lC      2C,5G                                    PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            9H        9G       1C      0                                        Cocklebur 9H        8H       0       0                                        Sicklepod 9G        9G       0       0                                        Nutsedge  10E       8G       0       0                                        Crabgrass 5C,9G     2C,7G    0       1C                                       Barnyardgrass                                                                           9H        3C,9H    0       0                                        Wild Oats 5C,9H     3C,8G    0       3C,9H                                    Wheat     10E       4C,9H    0       9H                                       Corn      5C,9G     5C,9H    2C,3G   3C,6H                                    Soybean   9H        4C,5H    0       2C,3H                                    Rice      10E       10E      2C,5G   8H                                       Sorghum   5C,9H     4C,9H    2C,8G   2C,9H                                    Sugar beet                                                                              5C,9G     5C,9G    1C      3C,4H                                    Cotton    9G        8G       0       0                                        ______________________________________                                                  Cmpd. 49  Cmpd. 50 Cmpd. 51                                                                              Cmpd. 52                                 Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean --        --       --      --                                       Cotton    7G        3G       3C,9H   3C,9G                                    Morningglory                                                                            2C,5G     lH       3C,8G   9C                                       Cocklebur 4H        2C,4G    3C,9H   9C                                       Sicklepod 2G        2C       3C,9G   9C                                       Nutsedge  2C,9G     2C,8G    9C      9C                                       Crabgrass 0         3C,9G    6C,9G   9C                                       Barnyardgrass                                                                           7H        9C       9C      9C                                       Wild Oats 3C,9H     9C       9C      9C                                       Wheat     5C,9H     9C       9C      9C                                       Corn      2C,5H     3U,9G    6C,9G   9C                                       Soybean   3C,8H     2C,7G    3C,9G   9C                                       Rice      4C,9G     5C,9G    6C,9G   9C                                       Sorghum   2C,7H     3C,9H    4U,9G   9C                                       Sugar beet                                                                              2C,3G     2C,6G    9C      9C                                       PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            0         3H       9G      9G                                       Cocklebur 0         lH       9H      9H                                       Sicklepod 0         0        8G      8G                                       Nutsedge  0         0        3C,8G   10E                                      Crabgrass 0         7G       5C,9G   6C,9H                                    Barnyardgrass                                                                           0         2G       2C,9H   5C,9H                                    Wild Oats 0         2C,8G    6C,9H   6C,9H                                    Wheat     0         2C,5H    5C,9H   10E                                      Corn      0         3C,7G    4C,9H   4C,9H                                    Soybean   0         0        3C,6G   3C,7H                                    Rice      0         5C,9H    10E     10E                                      Sorghum   0         3C,7G    5C,9H   6C,9H                                    Sugar beet                                                                              0         3G       5C,9G   6C,9G                                    Cotton    0         0        8G      3C,9G                                    ______________________________________                                                  Cmpd. 53  Cmpd. 54 Cmpd. 55                                                                              Cmpd. 56                                 Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean --        --       --      --                                       Cotton    3C,9H     2C,7G    3C,9G   2C,8G                                    Morningglory                                                                            3C,8G     3C,7G    5C,9G   4C,8G                                    Cocklebur 4C,9H     3G       5C,9G   5C,9G                                    Sicklepod 3C,7G     lC,2G    3C,8G   3C,9H                                    Nutsedge  9C        lC,3G    2C,8G   6C,9G                                    Crabgrass 9C        2G       2G      3C,8G                                    Barnyardgrass                                                                           10C       9C       2C,8H   4C,9H                                    Wild Oats 9C        0        0       5C,9G                                    Wheat     9C        9G       0       5C,9G                                    Corn      9C        2C,9H    0       9C                                       Soybean   4C,9G     3C,8H    5C,9G   4C,9G                                    Rice      9C        4C,9H    5G      9C                                       Sorghum   10C       3C,6G    2C,5G   4C,9H                                    Sugar beet                                                                              9C        5C,9G    3C,9G   9C                                       PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            8G        0        0       9G                                       Cocklebur 9H        0        0       9H                                       Sicklepod 7G        0        0       6G                                       Nutsedge  10E       0        0       0                                        Crabgrass 6C,9G     0        0       2C,3G                                    Barnyardgrass                                                                           6C,9H     0        0       3C,4H                                    Wild Oats 4C,9G     0        0       4C,9G                                    Wheat     3C,8G     0        0       2C,9G                                    Corn      3C,9H     0        0       3C,9H                                    Soybean   5G        0        0       4C,6G                                    Rice      10E       0        0       9H                                       Sorghum   10H       0        0       2C,9H                                    Sugar beet                                                                              6C,9G     0        0       5C,9G                                    Cotton    8G        0        0       7G                                       ______________________________________                                                  Cmpd. 57  Cmpd. 58 Cmpd. 59                                                                              Cmpd. 60                                 Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean --        --       --      --                                       Cotton    2C,8H     5G       10C     0                                        Morningglory                                                                            5C,9G     3C,7G    9C      0                                        Cocklebur 5C,9G     2C,8H    9C      0                                        Sicklepod 2C,5G     6G       10C     0                                        Nutsedge  2C,9G     8G       9C      0                                        Crabgrass 2C,3H     7G       7G      0                                        Barnyardgrass                                                                           4C,9H     3C,9H    10C     0                                        Wild Oats 9C        2C,6G    4C,9G   0                                        Wheat     9C        2C,6G    9C      0                                        Corn      9C        3C,9H    10C     0                                        Soybean   4C,9H     2H,5G    9C      0                                        Rice      9C        3C,9G    9C      0                                        Sorghum   4C,9G     3U,9G    10C     0                                        Sugar beet                                                                              5C,9G     5G       9C      0                                        PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            9H        8G       9G      0                                        Cocklebur 2C,8H     2C,8H    9H      0                                        Sicklepod lC        8G       5C,9G   0                                        Nutsedge  2C,6G     8G       10E     0                                        Crabgrass 2C,2G     3C,6G    lC,3G   0                                        Barnyardgrass                                                                           2C,3H     4C,9H    5C,9H   0                                        Wild Oats 5C,9H     3C,9H    5C,8G   0                                        Wheat     9C        2C,8G    5C,9H   0                                        Corn      9G        3C,9H    3C,9G   0                                        Soybean   2C,3G     lC,6G    3C,8H   0                                        Rice      5C,9H     10E      10E     0                                        Sorghum   5C,9H     2C,8H    5C,9H   0                                        Sugar beet                                                                              5C,9G     8G       9C      0                                        Cotton    8G        8G       9G      0                                        ______________________________________                                                  Cmpd. 61  Cmpd. 62 Cmpd. 63                                                                              Cmpd. 64                                 Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean --        --       --      --                                       Cotton    0         9G,2C    8G      2C,5G                                    Morningglory                                                                            0         3C,8H    lC,3G   2C                                       Cocklebur 0         9C       3C,9H   3C,7H                                    Sicklepod 0         3C,8H    3G      2C                                       Nutsedge  0         2C,8G    5G      0                                        Crabgrass 0         4C,9G    2C,8G   1H                                       Barnyardgrass                                                                           2H        5C,9H    5C,9H   2C,9H                                    Wild Oats 0         9C       4G      0                                        Wheat     0         9C       2C,5G   10C                                      Corn      0         2C,9G    2C,9G   3U,9G                                    Soybean   0         3C,9G    2G      4C,9G                                    Rice      2G        5C,9G    5C,9G   5C,9G                                    Sorghum   2H        5C,9H    3C,9H   2C,9H                                    Sugar beet                                                                              0         5C,9G    2C,4G   3C,3H                                    PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            0         9G       5G      2C,6G                                    Cocklebur 0         2C,9H    8H      8H                                       Sicklepod 0         3C,6H    4G      5G                                       Nutsedge  0         5G       4G      0                                        Crabgrass 0         3C,7G    5G      0                                        Barnyardgrass                                                                           0         3C,9H    9H      2C,6H                                    Wild Oats 0         4C,9G    1C,3G   2C,5G                                    Wheat     0         5C,9G    2C,8G   9G                                       Corn      0         2C,9G    2C,9G   9G                                       Soybean   0         2C,7H    1H      2C,3G                                    Rice      0         5C,9H    10E     5C,9H                                    Sorghum   0         5C,9G    2C,9H   3C,9H                                    Sugar beet                                                                              0         5C,9G    2C,8G   3C,8G                                    Cotton    0         8G       5G      5G                                       ______________________________________                                                  Cmpd. 65  Cmpd. 66 Cmpd. 67                                                                              Cmpd. 68                                 Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean --        --       --      --                                       Cotton    2G        3C,9G    5C,9G   2C,7G                                    Morningglory                                                                            2C,2H     9C       10C     2C,8G                                    Cocklebur 3C,5G     5C,9G    5C,9G   5C,9G                                    Sicklepod 2C        5C,9G    5C,9G   2C,8G                                    Nutsedge  4G        4C,9G    3C,9G   9C                                       Crabgrass 3G        2C,9G    7H      2C,7G                                    Barnyardgrass                                                                           3C,9H     2C,9H    5C,9H   10C                                      Wild Oats 2C,8G     3C,9G    5C,9G   lC                                       Wheat     9C        2C,9G    5C,9G   lC                                       Corn      5C,9G     10C      10C     10C                                      Soybean   2C,7G     5C,9G    4C,9G   2C,8G                                    Rice      5C,9G     6C,9G    6C,9G   5C,9G                                    Sorghum   2C,9H     6C,9G    6C,9G   10C                                      Sugar beet                                                                              0         5C,9G    9C      5C,9G                                    PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            2C,4H     10C      5C,9G   9G                                       Cocklebur 7H        2C,9H    4C,9H   9H                                       Sicklepod 3C,5G     5C,9G    2C,9G   8G                                       Nutsedge  0         9G       10E     2C,7G                                    Crabgrass 2C        3C,8G    4C,6G   1C                                       Barnyardgrass                                                                           2C,4H     9H       5C,9H   3C,9H                                    Wild Oats 3C,7G     6C,9G    4C,9H   1C                                       Wheat     9G        10E      10E     4G                                       Corn      1C,9G     5C,9H    5C,9H   9H                                       Soybean   2C,5G     4C,9G    2C,6H   4G                                       Rice      5C,9H     10E      10E     10E                                      Sorghum   2C,9G     7C,9H    10H     3C,9H                                    Sugar beet                                                                              3G        3C,9G    9G      2C,9G                                    Cotton    2G        9G       9G      8G                                       ______________________________________                                                  Cmpd. 69  Cmpd. 70 Cmpd. 71                                                                              Cmpd. 72                                 Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean --        --       --      --                                       Cotton    4C,9G     9C       10C     9C                                       Morningglory                                                                            9C        9C       9C      9C                                       Cocklebur 6C,9G     9C       9C      10C                                      Sicklepod 5C,9G     10C      9C      10C                                      Nutsedge  2C,8G     10C      10C     10C                                      Crabgrass 9C        9C       9C      9C                                       Barnyardgrass                                                                           9C        9C       9C      9C                                       Wild Oats 0         9C       9C      9C                                       Wheat     5C,9H     9C       9C      9C                                       Corn      10C       10C      10C     10C                                      Soybean   5C,9G     6C,9G    9C      9C                                       Rice      5C,9G     9C       6C,9G   6C,9G                                    Sorghum   10C       9C       9C      10C                                      Sugar beet                                                                              9C        9C       9C      9C                                       PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            5C,9G     9C       9C      10C                                      Cocklebur 9H        9H       9H      9H                                       Sicklepod 9C        9C       9C      9C                                       Nutsedge  7G        10E      10E     10E                                      Crabgrass 4C,9G     6C,9G    9C      9C                                       Barnyardgrass                                                                           4C,9H     6C,9H    6C,9H   2C,9H                                    Wild Oats 2C,5G     6C,9H    9C      7C,9H                                    Wheat     2C,9H     10H      10H     10H                                      Corn      3C,9H     10H      10H     10H                                      Soybean   3C,9H     9H       4C,9H   3C,9H                                    Rice      10E       10E      10E     10E                                      Sorghum   7C,9H     10H      9C      10H                                      Sugar beet                                                                              5C,9G     10C      10C     10E                                      Cotton    9G        9C       9C      9G,4C                                    ______________________________________                                                  Cmpd. 73  Cmpd. 74 Cmpd. 75                                                                              Cmpd. 76                                 Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean --        --       --      --                                       Cotton    9C        10C      9C      10C                                      Morningglory                                                                            10C       6C,9G    10C     9C                                       Cocklebur 10C       10C      10C     10C                                      Sicklepod 9C        9C       9C      9C                                       Nutsedge  9C        9C       9C      9C                                       Crabgrass 9C        10C      10C     10C                                      Barnyardgrass                                                                           9C        9C       9C      9C                                       Wild Oats 9C        9C       6C,9G   9C                                       Wheat     10C       10C      6C,9G   9C                                       Corn      10C       10C      10C     10C                                      Soybean   9C        9C       6C,9G   6C,9G                                    Rice      6C,9G     9C       9C      9C                                       Sorghum   9C        9C       10C     10C                                      Sugar beet                                                                              9C        9C       10C     9C                                       PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            9C        9H       9C      9C                                       Cocklebur 9H        9H       4C,9G   9H                                       Sicklepod 9C        9C       9C      9C                                       Nutsedge  5C,9G     10E      9G      9G                                       Crabgrass 9C        9C       9C      4C,9G                                    Barnyardgrass                                                                           5C,9H     5C,9H    9C      5C,9H                                    Wild Oats 10C       6C,9H    6C,9G   9C                                       Wheat     10H       10H      10E     10C                                      Corn      5C,9H     9C       10E     5C,9H                                    Soybean   3C,9H     9H       9H      8H                                       Rice      10E       10E      10E     10E                                      Sorghum   10H       10H      9C      10H                                      Sugar beet                                                                              10C       10C      10E     6C,9G                                    Cotton    10C       9G       9G      9C                                       ______________________________________                                                  Cmpd. 77  Cmpd. 78 Cmpd. 79                                                                              Cmpd. 80                                 Rate g/ha 50        50       50      50                                       ______________________________________                                        POST-EMER-                                                                    GENCE                                                                         Bush bean --        --       --      --                                       Cotton    9C        lC       2C,8H   4C,9H                                    Morningglory                                                                            4C,8H     5G       3C,9G   4C,9G                                    Cocklebur 9C        5G       3C,8H   4C,9H                                    Sicklepod 9C        3C,6G    4C,9G   5C,9G                                    Nutsedge  9C        2C       3C,7G   3C,8G                                    Crabgrass 5C,9G     2C,8H    2C,8G   9G                                       Barnyardgrass                                                                           9C        3C,9H    9C      9C                                       Wild Oats 5C,9G     3C,8G    2C,8G   5C,9G                                    Wheat     6C,9G     5C,9G    2C,9G   2C,9G                                    Corn      10C       4U,9G    10C     10C                                      Soybean   5C,9G     3C,8G    4C,9G   4C,9G                                    Rice      9C        4C,9G    4C,9G   6C,9G                                    Sorghum   10C       3C,9G    4C,9G   9C                                       Sugar beet                                                                              9C        3C,8G    9C      9C                                       PRE-EMER-                                                                     GENCE                                                                         Morningglory                                                                            9C        2C,7G    4C,9G   9G                                       Cocklebur 5C,9H     9H       3C,9H   9H                                       Sicklepod 9C        3C,8G    5C,9G   8G                                       Nutsedge  10E       2C,5G    2C,8G   2C,9G                                    Crabgrass 2C,5G     2C,3H    5C,9G   2C,8G                                    Barnyardgrass                                                                           4C,9H     3C,9H    5C,9H   9H                                       Wild Oats 9G        3C,9G    4C,9G   2C,9G                                    Wheat     10H       2C,9G    10H     4C,9H                                    Corn      5C,9G     2C,8G    3C,9H   2C,9H                                    Soybean   4C,9H     2G       3C,9H   3C,7H                                    Rice      10E       9H       10E     10E                                      Sorghum   9C        3C,9H    10H     4C,9H                                    Sugar beet                                                                              9C        2C,8G    9C      9C                                       Cotton    9C        8G       9G      9G                                       ______________________________________                                    

TEST B

Two plastic bulb pans were filled with fertilized and limed Woodstownsandyloam soil. One pan was planted with corn, sorghum, Kentuckybluegrass and several grass weeds. The other pan was planted withcotton, soybeans, purple nutsedge (Cyperus rotundus), and severalbroadleaf weeds. The following grass and broadleaf weeds were planted:crabgrass (Digitaria sanguinalis), barnyardgrass (Echinochloacrusgalli), wild oats (Avena fatua), johnsongrass (Sorghum halepense),dallisgrass (Paspalum dilatatum), giant foxtail (Setaria faberii),cheatgrass (Bromus secalinus), mustard (Brassica arvensis), cocklebur(Xanthium pensylvanicum), morningglory (Ipomoea hederacea), sicklepod(Cassia obtusifolia), teaweed (Sida spinosa), velvetleaf (Abutilontheophrasti), and jimsonweed (Datura stramonium). A 12.5 cm diameterplastic pot was also filled with prepared soil and planted with rice andwheat. Another 12.5 cm pot was planted with sugar beets. The above fourcontainers were treated pre-emergence with several test compounds withinthe scope of the invention.

Twenty-eight days after treatment, the plants were evaluated andvisually rated for response to the chemical treatments utilizing therating system described previously for Test A. The data are summarizedin Table B.

                  TABLE B                                                         ______________________________________                                        PRE-EMERGENCE ON                                                              WOODSTOWN SANDY LOAM                                                          ______________________________________                                                    Compound 1                                                        Rate g/ha     1     4       16    62    250                                   ______________________________________                                        Crabgrass     0     0       4G    7G    8G                                    Barnyardgrass 0     0       2G    8G    9G                                    Sorghum       --    --      --    --    --                                    Wild Oats     0     0       2G    7G    9G                                    Johnsongrass  0     0       8G    8G    9G                                    Dallisgrass   --    --      --    --    --                                    Giant foxtail 0     0       7G    9G    9G                                    Ky. bluegrass --    --      --    --    --                                    Cheatgrass    --    --      --    --    --                                    Sugar beets   0     3G      7G    7G    9G                                    Corn          3G    3G      9G    9G    10G                                   Mustard       --    --      --    --    --                                    Cocklebur     0     5G      7G    8G    8G                                    Pigweed       --    --      --    --    --                                    Nutsedge      6G    9G      10G   10G   10G                                   Cotton        0     0       0     3G    9G                                    Morningglory  0     0       6G    8G    9G                                    Sicklepod     0     0       2G    8G    9G                                    Teaweed       0     0       0     2G    9G                                    Velvetleaf    0     1G      6G    6G    9G                                    Jimsonweed    0     0       6G    9G    9G                                    Soybean       0     0       2G    1G    9G                                    Rice          8G    9G      10G   10G   10G                                   Wheat         0     2G      8G    9G    9G                                    ______________________________________                                                    Compound 2                                                        Rate g/ha     1     4       16    62    250                                   ______________________________________                                        Crabgrass     0     3G      8G    8G    9G                                    Barnyardgrass 0     0       7G    8G    9G                                    Sorghum       --    --      --    --    --                                    Wild Oats     0     0       6G    8G    8G                                    Johnsongrass  0     0       8G    7G    9G                                    Dallisgrass   --    --      --    --    --                                    Giant foxtail 4G    9G      9G    8G    9G                                    Ky. bluegrass --    --      --    --    --                                    Cheatgrass    --    --      --    --    --                                    Sugar beets   6G    7G      8G    9G    9G                                    Corn          5G    8G      8G    10G   10G                                   Mustard       --    --      --    --    --                                    Cocklebur     0     7G      8G    9G    9G                                    Pigweed       --    --      --    --    --                                    Nutsedge      8G    9G      10G   10G   10G                                   Cotton        0     0       8G    9G    9G                                    Morningglory  0     3G      7G    9G    9G                                    Sicklepod     0     4G      7G    9G    9G                                    Teaweed       0     0       8G    9G    9G                                    Velvetleaf    0     0       8G    9G    9G                                    Jimsonweed    0     7G      8G    9G    9G                                    Soybean       0     3G      7G    9G    9G                                    Rice          9G    9G      10G   10G   10G                                   Wheat         8G    9G      9G    10G   10G                                   ______________________________________                                                       Compound 5                                                     Rate g/ha        4       31                                                   ______________________________________                                        Crabgrass        10C     10C                                                  Barnyardgrass    10C     10C                                                  Sorghum          10C     10C                                                  Wild Oats        9G      9G                                                   Johnsongrass     9G      10C                                                  Dallisgrass      9G      10C                                                  Giant foxtail    9G      10C                                                  Ky. bluegrass    10C     10C                                                  Cheatgrass       9G      10C                                                  Sugar beets      10C     10C                                                  Corn             10C     10C                                                  Mustard          8G      9G                                                   Cocklebur        6G      9G                                                   Pigweed          --      --                                                   Nutsedge         10C     10C                                                  Cotton           7G      9G                                                   Morningglory     9G      9G                                                   Sicklepod        7G      9G                                                   Teaweed          6G      9G                                                   Velvetleaf       6G      9C                                                   Jimsonweed       8G      9G                                                   Soybean          7G,5H   9G                                                   Rice             10C     10C                                                  Wheat            10C     10C                                                  ______________________________________                                    

TEST C

The test chemicals, dissolved in a non-phytotoxic solvent, were appliedin an overall spray to the foliage and surrounding soil of selectedplant species. One day after treatment, plants were observed for rapidburn injury. Approximately fourteen days after treatment, all specieswere visually compared to untreated controls and rated for response totreatment. The rating system was so described previously for Test A. Thedata are presented in Table C.

All plant species were seeded in Woodstown sandy loam soil and grown ina green house. The following species were grown in soil contained inplasticpots (25 cm diameter by 13 cm deep): soybeans, cotton, corn,rice, wheat, velvetleaf (Abutilon theophrasti), sesbania (Sesbaniaexaltata), sicklepod(Cassia obtusifolia), morningglory (Ipomoeahederacea), jimsonweed (Datura stramonium), cocklebur (Xanthiumpensylvanicum), crabgrass (Digitaria sp.), nutsedge (Cyperus rotundus),barnyardgrass (Echinochloa crusgalli), giant foxtail (Setaria faberii)and wild oats (Avena fatua). Sugar beets were grown separately in soilin a paper cup (12 cm diameter by 13 cm deep). All plants were sprayedapproximately 14 days after planting. Additional plant species aresometimes added to this standard test in order to evaluate unusualselectivity.

                  TABLE C                                                         ______________________________________                                        Over-the-Top Soil/Foliage Treatment                                           ______________________________________                                                 Compound 1                                                           Rate g/ha  1       4             16         62                                ______________________________________                                        Soybeans   2G      0             10C        10C                               Velvetleaf 0       8C            9G         9C                                Sesbania   2G      2G            7G         7G                                Sicklepod  2G      4G            4G         9G                                Cotton     3G      3G            4G         7G                                Morningglory                                                                             3G      8G            9G         10G                               Alfalfa    --      --            --         --                                Jimsonweed 0       0             --         --                                Cocklebur  2G      2G            9G         10G                               Sunflower  --      --            --         --                                Mustard    --      --            --         --                                Sugar beets                                                                              8G      10G           10G        10C                               Corn       6U      10C           10C        10C                               Crabgrass  0       4G            7G         8G                                Rice       3C      7G            8C         8C                                Nutsedge   5H      6G            6C         6G                                Barnyardgrass                                                                            5G      8C            10G        10C                               Wheat      2G      4G            6C         7C                                Giant foxtail                                                                            3G      6G            6G         7G                                Wild Oats  2G      6G            8G         9C                                Sorghum    --      --            --         --                                Johnsongrass                                                                             6U      9U            10C        10C                               Field Bindweed                                                                           --      --            --         --                                ______________________________________                                                 Compound 2                                                           Rate g/ha  1       4             16         62                                ______________________________________                                        Soybeans   8G      10G           10G        10G                               Velvetleaf 0       9G            9C         9C                                Sesbania   5G      7G            8G         10C                               Sicklepod  5G      7G            9G         10G                               Cotton     0       8G            9G         10G                               Morningglory                                                                             7G      9G            9G         10G                               Alfalfa    --      --            --         --                                Jimsonweed 0       --            --         --                                Cocklebur  0       5G            10G        10C                               Sunflower  --      --            --         --                                Mustard    --      --            --         --                                Sugar beets                                                                              7G      10G           10C        10C                               Corn       7C      10C           10C        10U                               Crabgrass  2G      7G            9C         8C                                Rice       5G      8C            9C         8G                                Nutsedge   0       1G            2G         5C                                Barnyardgrass                                                                            6G      --            9C         9C                                Wheat      3G      4G            5G         6C                                Giant foxtail                                                                            4G      7G            8G         7C                                Wild Oats  6G      6G            8C         7G                                Sorghum    --      --            --         --                                Johnsongrass                                                                             8U      10U           10U        10U                               Field Bindweed                                                                           --      --            --         --                                ______________________________________                                                 Compound 5                                                           Rate g/ha  1       4       4     16    16   62                                ______________________________________                                        Soybeans   8G      10G     10C   10G   10C  10C                               Velvetleaf 8G      10G     9C    10G   10C  10C                               Sesbania   --      --      --    --    --   --                                Sicklepod  6G      10G     9G    10G   10C  10C                               Cotton     7G      10G     10C   10G   10C  10C                               Morningglory                                                                             5G      9G      8G    10G   9G   10C                               Alfalfa    --      --      --    --    --   --                                Jimsonweed 7G      10G     9G    10G   10C  10C                               Cocklebur  5G      7G      9C    10G   10C  10C                               Sunflower  --      --      --    --    --   --                                Mustard    --      --      --    --    --   --                                Sugar beets                                                                              10G     10G     10C   10G   10C  10C                               Corn       9G      10G     9C    10G   9C   10C                               Crabgrass  8G      10G     9G    10G   10C  10C                               Rice       6G      10G     9C    10G   9C   10C                               Nutsedge   0       8G      7G    10G   7G   8G                                Barnyardgrass                                                                            8G      10G     10C   10G   10C  10C                               Wheat      8G      9G      7G    10G   7G   8G                                Giant foxtail                                                                            8G      9G      10C   10G   10C  10C                               Wild Oats  7G      9G      7G    10G   8C   8G                                Sorghum    --      --      --    --    --   --                                Johnsongrass                                                                             10G     10G     10C   10G   10C  10C                               Field Bindweed                                                                           --      --      --    --    --   --                                ______________________________________                                                 Compound 6                                                           Rate g/ha  1       4             16         62                                ______________________________________                                        Soybeans   2G      8G            9G         10G                               Velvetleaf 4G      8G            9C         9G                                Sesbania   6G      7G            8G         10G                               Sicklepod  2G      6G            9G         10G                               Cotton     0       3G            7G         10G                               Morningglory                                                                             2G      6G            9G         10G                               Alfalfa    --      --            --         --                                Jimsonweed 0       3G            8G         --                                Cocklebur  0       0             5G         10C                               Sunflower  --      --            --         --                                Mustard    --      --            --         --                                Sugar beets                                                                              5G      10C           10G        10C                               Corn       6C      9G            10U        10U                               Crabgrass  0       3G            7G         8G                                Rice       3G      6G            8C         8C                                Nutsedge   0       0             4G         4G                                Barnyardgrass                                                                            6C      9G            9G         9G                                Wheat      0       0             0          4G                                Giant foxtail                                                                            0       0             5G         6G                                Wild Oats  0       0             0          5G                                Sorghum    --      --            --         --                                Johnsongrass                                                                             10U     10U           10U        10U                               Field Bindweed                                                                           --      --            --         --                                ______________________________________                                                 Compound 7                                                           Rate g/ha  1       4              16        62                                ______________________________________                                        Soybeans   0       5G            10G        10G                               Velvetleaf 1C      5C            8G         8G                                Sesbania   2G      4G            7G         8G                                Sicklepod  2G      8G            8G         --                                Cotton     3G      7G            7G         9G                                Morningglory                                                                             0       4G            8G         9G                                Alfalfa    --      --            --         --                                Jimsonweed 0       7G            --         --                                Cocklebur  0       3G            6G         --                                Sunflower  --      --            --         --                                Mustard    --      --            --         --                                Sugar beets                                                                              3G      7C            10G        10G                               Corn       4G      7U            10U        10U                               Crabgrass  0       2G            7G         8G                                Rice       3G      8G            8C         8C                                Nutsedge   0       0             4G         3G                                Barnyardgrass                                                                            4G      6G            9G         9G                                Wheat      1G      6G            7C         7C                                Giant foxtail                                                                            3G      5G            7C         8G                                Wild Oats  0       4G            7G         8G                                Sorghum    --      --            --         --                                Johnsongrass                                                                             8U      9U            10C        10C                               Field Bindweed                                                                           --      --            --         --                                ______________________________________                                    

TEST D Post-emergence phase

Two round pans (25 cm diameter by 12.5 cm deep) were filled withWoodstown sandy loam soil. One pan was planted with sugar beets,nutsedge (Cyperus rotundus) tubers, crabgrass (Digitaria sanguinalis),sicklepod (Cassia obtusifolia), teaweed (Sida spinosa), jimsonweed(Datura stramonium), velvetleaf (Abutilon theophrasti), and giantfoxtail (Setaria faberii). The other pan was planted with wheat, cotton,rice, corn, soybean, wild oats (Avena fatua), cocklebur (Xanthiumpensylvanicum), morningglory (Ipomoea hederacea), johnsongrass (Sorghumhalepense) and barnyardgrass (Echinochloa crusgalli). The plants weregrown for approximately fourteen days, then sprayed post-emergence withthe chemicals dissolved in a non-phytotoxic solvent.

Pre-emergence phase

Two round pans (25 cm diameter by 12.5 cm deep) were filled withWoodstown sandy loam soil. One pan was planted with sugar beets,nutsedge, crabgrass, sicklepod, teaweed, jimsonweed, velvetleaf andgiant foxtail. The other pan was planted with wheat, cotton, rice, corn,soybeans, wild oats, cocklebur, morningglory, johnsongrass andbarnyardgrass. The two pans were sprayed pre-emergence with thechemicals dissolved in a non-phytotoxic solvent.

Treated plants and controls were maintained in the green house for 28days,then all treated plants were compared to controls and visuallyrated for response utilizing the rating system as described above forTest A. The data are given in Table D.

It will be seen that the compounds tested have utility for weed controlin cotton.

                  TABLE D                                                         ______________________________________                                        PRE-EMERGENCE     Compound 14                                                 Rate g/ha         4     16      62   250                                      ______________________________________                                        Corn              0     3G      6G   8G                                       Wheat             0     2G      8G   9G                                       Rice              3G    8G      10G  10G                                      Soybean           0     2G      6G   8G                                       Cotton            0     3G      4G   6G                                       Sugar beet        0     3G      7G   9G                                       Crabgrass         0     5G      8G   9G                                       Johnsongrass      0     3G      9G   9G                                       Barnyardgrass     0     3G      8G   9G                                       Nutsedge          0     2G      7G   9G                                       Giant Foxtail     --    --      --   --                                       Wild Oats         0     3G      8G   8G                                       Cocklebur         0     4G      5G   7G                                       Morningglory      0     0       0    3G                                       Teaweed           0     2G      6G   8G                                       Sicklepod         0     4G      4G   5G                                       Jimsonweed        0     0       4G   8G                                       Velvetleaf        0     0       0    3G                                       ______________________________________                                        PRE-EMERGENCE     Compound 15                                                 Rate g/ha         4     16      62   250                                      ______________________________________                                        Corn              0     0       0    0                                        Wheat             0     0       8G   10G                                      Rice              0     6G      10G  10G                                      Soybean           0     0       2G   4G                                       Cotton            0     0       0    0                                        Sugar beet        0     0       3G   9G                                       Crabgrass         4G    7G      8G   9G                                       Johnsongrass      0     3G      7G   8G                                       Barnyardgrass     0     0       8G   8G                                       Nutsedge          0     0       8G   0                                        Giant Foxtail     0     3G      7G   9G                                       Wild Oats         0     4G      8G   8G                                       Cocklebur         0     0       0    0                                        Morningglory      0     0       2G   5G                                       Teaweed           0     5G      6G   6G                                       Sicklepod         0     0       4G   9G                                       Jimsonweed        0     0       4G   6G                                       Velvetleaf        0     0       0    0                                        ______________________________________                                        POST-EMERGENCE    Compound 14                                                 Rate g/ha         1     4       16   62                                       ______________________________________                                        Corn              3G    9G      10C  10C                                      Wheat             0     3G      8G   8G                                       Rice              0     5G      9G   10G                                      Soybean           3G    9G      9G   9G                                       Cotton            0     2G      3G   4G                                       Sugar beet        0     6G      10G  10G                                      Crabgrass         0     5G      10C  10G                                      Johnsongrass      0     5G      9C   10C                                      Barnyardgrass     0     5G      9C   9C                                       Nutsedge          0     0       4G   6G                                       Giant Foxtail     0     0       3G   9G                                       Wild Oats         0     4G      9G   9G                                       Cocklebur         0     2G      5G   8G                                       Morningglory      2G    4G      5G   7G                                       Teaweed           0     5G      9G   10G                                      Sicklepod         0     3G      7G   8G                                       Jimsonweed        0     3G      7G   10G                                      Velvetleaf        0     3G      3G   8G                                       ______________________________________                                        POST-EMERGENCE    Compound 15                                                 Rate g/ha         1     4       16   62                                       ______________________________________                                        Corn              0     6G      10C  10C                                      Wheat             0     0       9C   10C                                      Rice              3G    8G      10C  10C                                      Soybean           0     7G      9G   10C                                      Cotton            0     0       0    0                                        Sugar beet        0     4G      10G  10C                                      Crabgrass         3G    7G      10C  10C                                      Johnsongrass      0     3G      10C  10C                                      Barnyardgrass     0     7G      9C   10C                                      Nutsedge          0     0       5G   6G                                       Giant Foxtail     0     3G      8G   10C                                      Wild Oats         0     5G      9C   10C                                      Cocklebur         0     0       0    5G                                       Morningglory      0     0       7G   8G                                       Teaweed           0     0       3G   10C                                      Sicklepod         0     5G      10G  10C                                      Jimsonweed        0     0       0    5G                                       Velvetleaf        0     0       7G   8G                                       ______________________________________                                    

TEST E

This test was conducted to evaluate compounds for potential utility infallow weed control. Plastic pots lines with polyethylene bags werefilledwith Woodstown sandy loam and planted to kochia (Kochia scoparia)and Russian thistle (Salsola kali). About 10 days later, seeds of wheat(Triticum aestivum), wild oats (Avena fatua), cheatgrass (Bromussecalinus) and green foxtail (Setaria lutescens) were planted in thesame pots. After an additional 10 days, wheat, barley, corn and sorghumwere planted. Immediately after the last planting, the test chemical,dissolvedin a non-phytotoxic solvent, was applied to the soil surfaceand the foliage of the emerged plants.

Twenty one days after treatment, all species were rated utilizing therating system as described for Test A. The response data are summarizedinTable E. It will be seen that all species are killed or seriouslyinjured at very low rates of application of compound No. 5, regardlessof whether the treatments were applied pre- or post-emergence.

                  TABLE E                                                         ______________________________________                                                         Compound 5                                                   Rate g/ha          4       1                                                  ______________________________________                                        Post-Emergence                                                                Russian thistle    10C     10C                                                Kochia             10C     2G                                                 Cheatgrass         6G      1G                                                 Green foxtail      9G,9C   2G                                                 Wild Oats          9G      4G                                                 Volunteer Wheat    8G,2C   2G                                                 Pre-Emergence                                                                 Wheat              8G,8C   4G                                                 Barley             10C     6G                                                 Corn               4G      1G                                                 Sorghum            10C     5G                                                 ______________________________________                                    

What is claimed is:
 1. A compound selected from ##STR199## wherein J is##STR200## n is 0, 1 or 2; W is O;W₁ is O or S; R is H or CH₃ ; R₁ is H,F, Cl, Br, CH₃, OCH₃, CF₃, SCH₃, or OCF₂ H; R₂ is H or C₁ -C₄ alkyl; R₃and R₄ are independently H, C₁ -C₄ alkyl, Cl or Br; R₅ is H or CH₃ ; R₆is H or CH₃ ; R₇ is H or CH₃ ; A is ##STR201## and X₃ is CH₃ or OCH₃;provided that (a) the total number of carbon atoms in R₃ and R₄ is lessthan or equal to 4; (b) when R₅ is CH₃, then n is O; (c) when J is J₂₄,then R₄ and R₅ are not both H and R₄ is not Cl or Br;
 2. Compounds orclaim 1 where W is O, R₂ is H or C₁ -C₃ alkyl, R₃ and R₄ areindependently H or C₁ 14 C₃ alkyl and R₁ is bonded to the ortho or metaposition of the ring relative to the sulfonylurea moiety.
 3. Compoundsof claim 2 where R₁ is H, F, Cl, Br, CH₃, OCH₃, CF₃ or SCH₃. 4.Compounds of claim 3 where R₁ is H, R₅ is H, X is CH₃, OCH₃, Cl, Br, CH₂F or OCF₂ F.
 5. Compounds of claim 4 where R is H, Y is CH₃ or OCH₃ andX is CH₃, OCH₃, Cl or Br.
 6. Compounds of claim 5 where J is J₁. 7.Compounds of claim 5 where J is J₂.
 8. Compounds of claim 5 where J isJ₄.
 9. Compounds of claim 5 where J is J₅.
 10. Compounds of claim 5where J is J₆.
 11. Compounds of claim 5 where J is J₇.
 12. Compounds ofclaim 5 where J is J₈.
 13. Compounds of claim 5 where J is J₉. 14.Compounds of claim 5 where J is J₁₀.
 15. Compounds of claim 5 where J isJ₁₁.
 16. Compounds of claim 5 where J is J₁₂.
 17. Compounds of claim 5where J is J₁₃.
 18. Compounds of claim 5 where J is J₁₄.
 19. Compoundsof claim 5 where J is J₁₅.
 20. Compounds of claim 5 where J is J₁₆. 21.Compounds of claim 5 where J is J₁₇.
 22. Compounds of claim 5 where J isJ₁₈.
 23. Compounds of claim 5 where J is J₁₉.
 24. Compounds of claim 5where J is J₂₀.
 25. Compounds of claim 5 where J is J₂₁.
 26. Compoundsof claim 5 where J is J₂₂.
 27. Compounds of claim 5 where J is J₂₃. 28.Compounds of claim 5 where J is J₂₄.
 29. Compounds of claim 5 where J isJ₂₅.
 30. Compounds of claim 5 where J is J₂₆.
 31. A compound of claim 1where X₂ is CH₃ and X₃ is methyl.
 32. A composition suitable forcontrolling the growth of undesired vegetation which comprises aneffective amount of a compound of claim 1 and at least one of thefollowing: surfactant, solid or liquid inert diluent.
 33. A compositionsuitable for controlling the growth of undesired vegetation whichcomprises an effective amount of a compound of claim 2 and at least oneof the following: surfactant, solid or liquid inert diluent.
 34. Acomposition suitable for controlling the growth of undesired vegetationwhich comprises an effective amount of a compound of claim 3 and atleast one of the following: surfactant, solid or liquid inert diluent.35. A composition suitable for controlling the growth of undesiredvegetation which comprises an effective amount of a compound of claim 4and at least one of the following: surfactant, solid or liquid inertdiluent.
 36. A composition suitable for controlling the growth ofundesired vegetation which comprises an effective amount of a compoundof claim 5 and at least one of the following: surfactant, solid orliquid inert diluent.
 37. A composition suitable for controlling thegrowth of undesired vegetation which comprises an effective amount of acompound of claim 6 and at least one of the following: surfactant, solidor liquid inert diluent.
 38. A composition suitable for controlling thegrowth of undesired vegetation which comprises an effective amount of acompound of claim 7 and at least one of the following: surfactant, solidor liquid inert diluent.
 39. A method for controlling the growth ofundesired vegetation which comprises applying to the locus to beprotected an effective amount of a compound of claim
 1. 40. A method forcontrolling the growth of undesired vegetation which comprises applyingto the locus to be protected an effective amount of a compound of claim2.
 41. A method for controlling the growth of undesired vegetation whichcomprises applying to the locus to be protected an effective amount of acompound of claim
 3. 42. A method for controlling the growth ofundesired vegetation which comprises applying to the locus to beprotected an effective amount of a compound of claim
 4. 43. A method forcontrolling the growth of undesired vegetation which comprises applyingto the locus to be protected an effective amount of a compound of claim5.
 44. A method for controlling the growth of undesired vegetation whichcomprises applying to the locus to be protected an effective amount of acompound of claim
 6. 45. A method for controlling the growth ofundesired vegetation which comprises applying to the locus to beprotected an effective amount of a compound of claim
 7. 46. A method forcontrolling the growth of undesired vegetation which comprises applyingto the locus to be protected an effective amount of a compound of claim8.